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    Chemistry

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    Also known as: Phylloquinone, Phytonadione, 84-80-0, Phytomenadione, Phytylmenadione, 3-phytylmenadione
    Molecular Formula
    C31H46O2
    Molecular Weight
    450.7  g/mol
    InChI Key
    MBWXNTAXLNYFJB-NKFFZRIASA-N
    FDA UNII
    MLF3D1712D
    Vitamin K1
    A family of phylloquinones that contains a ring of 2-methyl-1,4-naphthoquinone and an isoprenoid side chain. Members of this group of vitamin K 1 have only one double bond on the proximal isoprene unit. Rich sources of vitamin K 1 include green plants, algae, and photosynthetic bacteria. Vitamin K1 has antihemorrhagic and prothrombogenic activity.
    1 2D Structure

    Vitamin K1

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-methyl-3-[(E,7R,11R)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione
    2.1.2 InChI
    InChI=1S/C31H46O2/c1-22(2)12-9-13-23(3)14-10-15-24(4)16-11-17-25(5)20-21-27-26(6)30(32)28-18-7-8-19-29(28)31(27)33/h7-8,18-20,22-24H,9-17,21H2,1-6H3/b25-20+/t23-,24-/m1/s1
    2.1.3 InChI Key
    MBWXNTAXLNYFJB-NKFFZRIASA-N
    2.1.4 Canonical SMILES
    CC1=C(C(=O)C2=CC=CC=C2C1=O)CC=C(C)CCCC(C)CCCC(C)CCCC(C)C
    2.1.5 Isomeric SMILES
    CC1=C(C(=O)C2=CC=CC=C2C1=O)C/C=C(\C)/CCC[C@H](C)CCC[C@H](C)CCCC(C)C
    2.2 Other Identifiers
    2.2.1 UNII
    MLF3D1712D
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Aquamephyton

    2. Konakion

    3. Phyllohydroquinone

    4. Phylloquinone

    5. Phytomenadione

    6. Phytonadione

    7. Vitamin K 1

    2.3.2 Depositor-Supplied Synonyms

    1. Phylloquinone

    2. Phytonadione

    3. 84-80-0

    4. Phytomenadione

    5. Phytylmenadione

    6. 3-phytylmenadione

    7. Aquamephyton

    8. Konakion

    9. Mephyton

    10. Monodion

    11. Phyllochinon

    12. Synthex P

    13. 2-methyl-3-phytyl-1,4-naphthoquinone

    14. Kinadion

    15. Vitamink1

    16. Mono-kay

    17. Combinal K1

    18. Kativ N

    19. Alpha-phylloquinone

    20. Trans-phylloquinone

    21. K-ject

    22. Fitomenadiona

    23. Phyllochinonum

    24. Phytomenadionum

    25. Phytonadionum

    26. Aqua Mephyton

    27. Antihemorrhagic Vitamin

    28. Vitamin K 1

    29. Fitomenadione

    30. Aqua-mephytin

    31. Kephton

    32. 79083-00-4

    33. 2',3'-trans-vitamin K1

    34. 2-methyl-3-phytyl-1,4-naphthochinon

    35. 11104-38-4

    36. Vitamin K

    37. Phylloquinone E-form

    38. 2-methyl-3-[(2e,7r,11r)-3,7,11,15-tetramethylhexadec-2-en-1-yl]naphthalene-1,4-dione

    39. Chebi:18067

    40. 2-methyl-3-[(e,7r,11r)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione

    41. Nsc 270681

    42. Nsc-270681

    43. S5z3u87qhf

    44. 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione

    45. 1,4-naphthoquinone, 2-methyl-3-phytyl-

    46. Phythyl-menadion

    47. Mlf3d1712d

    48. Phytonadione, (e)-(+/-)-

    49. 1,4-naphthalenedione,2-methyl-3-[(2e,7r,11r)-3,7,11,15-tetramethyl-2-hexadecen-1-yl]-

    50. Dsstox_cid_3472

    51. 1,4-naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-, (r-(r*,r*-(e)))-

    52. 2-methyl-3-((7r,11r,e)-3,7,11,15-tetramethylhexadec-2-en-1-yl)naphthalene-1,4-dione

    53. Dsstox_rid_77041

    54. Dsstox_gsid_23472

    55. Vitamin K1-18o(mixture Of 1-18o And 4-18o)

    56. Orakay

    57. 1,4-naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-

    58. 2-methyl-3-[(2e)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone

    59. 2-methyl-3-phythyl-1,4-naphthochinon

    60. Cas-84-80-0

    61. Rel-2-methyl-3-((7r,11r,e)-3,7,11,15-tetramethylhexadec-2-en-1-yl)naphthalene-1,4-dione

    62. Phytonadione, K1

    63. 1,4-naphthalenedione, 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-, [r-[r*,r*-(e)]]-

    64. Phyllochinon [german]

    65. Fitomenadione [dcit]

    66. Vitamin K1 (van)

    67. Phytonadione [usp:jan]

    68. Unii-s5z3u87qhf

    69. Fitomenadiona [inn-spanish]

    70. Phytomenadionum [inn-latin]

    71. Kanavit

    72. Neokay

    73. A-phylloquinone

    74. Konakion Mm

    75. Konakion Mm Paed

    76. Hsdb 3162

    77. Vitamin K1 Oil

    78. (e)-phytonadione

    79. 2-methyl-3-((7r,11r,e)-3,7,11,15-tetramethylhexadec-2-enyl)naphthalene-1,4-dione

    80. Ncgc00159423-02

    81. Trans-phytomenadione

    82. Einecs 201-564-2

    83. Einecs 234-330-3

    84. Einecs 279-052-3

    85. Mfcd00214063

    86. Vitamin K1, 11

    87. Vitamin K1 (generic)

    88. Vitamin K1 ,(s)

    89. Phytonadione [jan]

    90. 2-methyl-3-phytyl-1,4-naphthochinon [german]

    91. Schembl3882

    92. Vitamin K1 (phylloquinone)

    93. Vitamin K1, Viscous Liquid

    94. Chembl1550

    95. Unii-mlf3d1712d

    96. Phytonadione, (e)-

    97. Phylloquinone, (e)-

    98. Mls001074732

    99. Bidd:gt0793

    100. Phytomenadione, (e)-

    101. Schembl351365

    102. Vitamin K1 (e-phytonadione)

    103. 2-methyl-3-[(2e)-3,7,11,15-tetramethyl-2-hexadecenyl]naphthoquinone #

    104. Dtxsid8023472

    105. Bdbm24782

    106. [r-[r*,r*-(e)]]-2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-napthalenedione

    107. [r-[r*,r*-(e)]]-2-methyl-3-(3-7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione

    108. Phylloquinone E-form [mi]

    109. Hms2094g09

    110. Hms2270j10

    111. Pharmakon1600-01505485

    112. 10485-69-5

    113. Hy-n0684

    114. Zinc3831332

    115. Tox21_111655

    116. Bdbm50553259

    117. Lmpr02030028

    118. Nsc760373

    119. S4698

    120. 2-methyl-3-phytyl-1,4-napthoquinone

    121. Akos015841892

    122. Tox21_111655_1

    123. Ccg-213568

    124. Cs-6376

    125. Db01022

    126. Nsc-760373

    127. (r*,r*-(e))-(1)-2-methyl-3-(3,7,11,15-tetramethylhexadec-2-enyl)-1,4-naphthoquinone

    128. Ncgc00159423-03

    129. Phylloquinone (k1), Analytical Standard

    130. Ac-34846

    131. As-13734

    132. Smr000112043

    133. Sbi-0206926.p001

    134. Trans-phytomenadione 100 Microg/ml In Ethanol

    135. Ab00698065_04

    136. 214v063

    137. A840928

    138. Q186093

    139. Sr-05000001941

    140. C31h46o2 (2-methyl-3-phytyl-1,4-naphthoquinone)

    141. Q-201934

    142. Sr-05000001941-1

    143. W-108488

    144. 2-methyl-3-((7r,11r,e)-3,7,11,15-tetramethylhexadec

    145. 84c51b31-3ce2-476b-be66-a84bdd46a513

    146. Vitamin K1; 2-methyl-3-phytyl-1,4-naphthoquinone

    147. Phytomenadione, European Pharmacopoeia (ep) Reference Standard

    148. Phytonadione, United States Pharmacopeia (usp) Reference Standard

    149. 2-methyl-3-(3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalened- Ione

    150. Vitamin K1 Solution, 10 Mug/ml In Ethanol, Certified Reference Material

    151. Vitamin K1, Bioxtra, >=99.0% (sum Of Isomers, Hplc), Mixtur Of Isomers

    152. 1,4-naphthalenedione, 2-methyl-3-((2e,7r,11r)-3,7,11,15-tetramethyl-2-hexadecen-1-yl)-

    153. 1,4-naphthalenedione, 2-methyl-3-((2e,7r,11r)-3,7,11,15-tetramethyl-2-hexadecenyl)-

    154. Phytonadione, Pharmaceutical Secondary Standard; Certified Reference Material

    155. 1,4-naphthalenedione, 2-methyl-3-((2e,7r,11r)-3,7,11,15-tetramethyl-2-hexadecen-1-yl)-, Rel-

    156. 2-methyl-3-((2e,7r,11r)-3,7,11,15-tetramethyl-2-hexadecenyl)-1,4-naphthalenedione

    157. 2-methyl-3-[(2e,7r,11r)-3,7,11,15-tetramethylhexadec-2-en-1-yl]-1,4-dihydronaphthalene-1,4-dione

    158. 2-methyl-3-[(e,7r,11r)-3,7,11,15-tetramethylhexadec-2-enyl]naphthalene-1,4-dione;vitamin K1

    159. Vitamin K1-13c6 Solution, 5 Mug/ml In Ethanol, Certified Reference Material, Ampule Of 1 Ml

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 450.7 g/mol
    Molecular Formula C31H46O2
    XLogP310.9
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count14
    Exact Mass450.349780706 g/mol
    Monoisotopic Mass450.349780706 g/mol
    Topological Polar Surface Area34.1 Ų
    Heavy Atom Count33
    Formal Charge0
    Complexity696
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NamePhytonadione
    Drug LabelPhytonadione is a vitamin, which is a clear, yellow to amber, viscous, odorless or nearly odorless liquid. It is insoluble in water, soluble in chloroform and slightly soluble in ethanol. It has a molecular weight of 450.70.Phytonadione is 2-methyl-3...
    Active IngredientPhytonadione
    Dosage FormInjectable
    RouteInjection
    Strength1mg/0.5ml
    Market StatusPrescription
    CompanyIntl Medication

    2 of 4  
    Drug NameVitamin k1
    PubMed HealthPhytonadione
    Drug ClassesNutriceutical, Nutritive Agent
    Drug LabelPhytonadione is a vitamin, which is a clear, yellow to amber, viscous, odorless or nearly odorless liquid. It is insoluble in water, soluble in chloroform and slightly soluble in ethanol. It has a molecular weight of 450.70.Phytonadione is 2-methyl-3...
    Active IngredientPhytonadione
    Dosage FormInjectable
    RouteInjection
    Strength1mg/0.5ml; 10mg/ml
    Market StatusPrescription
    CompanyHospira

    3 of 4  
    Drug NamePhytonadione
    Drug LabelPhytonadione is a vitamin, which is a clear, yellow to amber, viscous, odorless or nearly odorless liquid. It is insoluble in water, soluble in chloroform and slightly soluble in ethanol. It has a molecular weight of 450.70.Phytonadione is 2-methyl-3...
    Active IngredientPhytonadione
    Dosage FormInjectable
    RouteInjection
    Strength1mg/0.5ml
    Market StatusPrescription
    CompanyIntl Medication

    4 of 4  
    Drug NameVitamin k1
    PubMed HealthPhytonadione
    Drug ClassesNutriceutical, Nutritive Agent
    Drug LabelPhytonadione is a vitamin, which is a clear, yellow to amber, viscous, odorless or nearly odorless liquid. It is insoluble in water, soluble in chloroform and slightly soluble in ethanol. It has a molecular weight of 450.70.Phytonadione is 2-methyl-3...
    Active IngredientPhytonadione
    Dosage FormInjectable
    RouteInjection
    Strength1mg/0.5ml; 10mg/ml
    Market StatusPrescription
    CompanyHospira

    4.2 Therapeutic Uses

    Antifibrinolytic Agents

    National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)

    THE RATIONAL THERAPEUTIC USE OF VITAMIN K IS BASED ON ITS ABILITY TO CORRECT BLEEDING TENDENCY OR HEMORRHAGE ASSOC WITH ITS DEFICIENCY. A DEFICIENCY OF VITAMIN K & ITS ATTENDANT DEFICIENCY OF PROTHROMBIN & RELATED CLOTTING FACTORS CAN RESULT FROM INADEQUATE INTAKE, ABSORPTION, OR UTILIZATION OF VITAMIN, OR AS A CONSEQUENCE OF ACTION OF THE ACTION OF A VITAMIN K ANTAGONIST. /VITAMIN K/

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 1785

    BLEEDING THAT ACCOMPANIES OBSTRUCTIVE JAUNDICE OR BILIARY FISTULA RESPONDS PROMPTLY TO ADMINISTRATION OF VITAMIN K. ORAL PHYTONADIONE ADMIN WITH BILE SALTS IS BOTH SAFE AND EFFECTIVE AND SHOULD BE USED IN THE CARE OF THE JAUNDICED PATIENT, BOTH PREOPERATIVELY & POSTOPERATIVELY.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 1785

    IF FOR SOME REASON ORAL ADMIN IS NOT FEASIBLE /IN TREATMENT OF OBSTRUCTIVE JAUNDICE OR BILIARY FISTULA/, A PARENTERAL PREPN SHOULD BE USED.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 1785

    For more Therapeutic Uses (Complete) data for PHYTONADIONE (22 total), please visit the HSDB record page.

    4.3 Drug Warning

    IN PT WHO HAVE SEVERE HEPATIC DISEASE, ADMIN OF LARGE DOSES OF MENADIONE OR PHYLLOQUINONE MAY FURTHER DEPRESS FUNCTION OF LIVER.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 1784

    Maternal Medication usually Compatible with Breast-Feeding: K1 (vitamin): Reported Sign or Symptom in Infant or Effect on Lactation: None. /from Table 6/

    Report of the American Academy of Pediatrics Committee on Drugs in Pediatrics 93 (1): 141 (1994)

    A rare hypersensitivity-like reaction, which has occasionally resulted in death, has been reported after intravenous administration of phytonadione, especially when administration is rapid.

    MICROMEDEX Thomson Health Care. USPDI - Drug Information for the Health Care Professional. 22nd ed. Volume 1. MICROMEDEX Thomson Health Care, Greenwood Village, CO. 2002. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 2957

    In newborns, especially premature infants, mendiol sodium diphosphate has been associated with hemolytic anemia, hyperbilirubinemia, and kernicterus because of immature hepatic function in these infants. There is less risk with phytonadione, unless high doses are given.

    MICROMEDEX Thomson Health Care. USPDI - Drug Information for the Health Care Professional. 22nd ed. Volume 1. MICROMEDEX Thomson Health Care, Greenwood Village, CO. 2002. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 2957

    For more Drug Warnings (Complete) data for PHYTONADIONE (21 total), please visit the HSDB record page.

    4.4 Drug Indication

    Oral phylloquinone is indicated to treat prothrombin deficiency caused by coumarin or indanedione derivatives; and hypoprothrombinemia secondary to antibacterial therapy, salicylates, or obstructive jaundice or biliary fistulas with concomitant bile salt administration. Parenteral (intravenous, intramuscular, and subcutaneous) phylloquinone is indicated to treat coagulation disorders due to faulty formation of coagulation factors II, VII, IX, and X caused by vitamin K deficiency or some interference with vitamin K activity. These indications include the above indications as well as hypoprothrombinemia secondary to sprue, ulcerative colitis, celiac disease, intestinal resection, pancreatic cystic fibrosis, or regional enteritis; or hypoprothrombinemia caused by interference with vitamin k metabolism.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Phylloquinone is a vitamin K indicated in the treatment of coagulation disorders due to faulty formation of coagulation factors II, VII, IX, and X caused by deficiency or interference in the activity of vitamin K. It has a long duration of action as vitamin K is cycled in the body, and a wide therapeutic index as large doses can be tolerated. Patients should have their prothrombin time monitored during therapy and healthcare professionals should be aware of the increased risk of hypersensitivity reactions with parenteral administration.

    5.2 MeSH Pharmacological Classification

    Antifibrinolytic Agents

    Agents that prevent fibrinolysis or lysis of a blood clot or thrombus. Several endogenous antiplasmins are known. The drugs are used to control massive hemorrhage and in other coagulation disorders. (See all compounds classified as Antifibrinolytic Agents.)

    Vitamins

    Organic substances that are required in small amounts for maintenance and growth, but which cannot be manufactured by the human body. (See all compounds classified as Vitamins.)

    5.3 FDA Pharmacological Classification
    5.3.1 Pharmacological Classes
    Reversed Anticoagulation Activity [PE]; Vitamin K [CS]; Vitamin K [EPC]; Warfarin Reversal Agent [EPC]; Increased Prothrombin Activity [PE]
    5.4 ATC Code

    B02BA01

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    B - Blood and blood forming organs

    B02 - Antihemorrhagics

    B02B - Vitamin k and other hemostatics

    B02BA - Vitamin k

    B02BA01 - Phytomenadione

    5.5 Absorption, Distribution and Excretion

    Absorption

    A 4 g oral dose of phylloquinone is 13% 9% bioavailable, with a Tmax of 4.7 0.8 hours. 1.5 0.8 nmol is found in the plasma compartment, and 3.6 3.4 nmol is found in the second compartment. A 10 mg intramuscular phylloquinone dose is 89.2% 25.4% bioavailable. The same dose reaches a mean Cmax of 67 30 ng/mL, with a mean Tmax of 9.2 6.6 hours, and an AUC of 1700 500 h\*ng/mL. A 10 mg intravenous phylloquinone dose has a mean AUC of 1950 450 h\*ng/mL.

    Route of Elimination

    Intravenous phylloquinone is 36% eliminated in the feces in 5 days and 22% recovered in urine in 3 days.

    Volume of Distribution

    The steady state volume of distribution of phylloquinone is 20 6 L in subjects who are also taking phenprocoumon therapy.

    Clearance

    Intravenous phylloquinone is 90% cleared in 2 hours, and 99% cleared in 8 hours. A 10 mg intravenous dose of phylloquinone has a mean clearance of 91 24 mL/min.

    Little is known about the excretion of vitamin K. High fecal concentrations of vitamin K probably result from bacterial synthesis in the intestine.

    McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2002. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2002 (Plus Supplements)., p. 3566

    Although the drug may be concentrated in the liver for a short time after absorption, only small amounts of phytonadione are stored in body tissues.

    McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2002. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2002 (Plus Supplements)., p. 3566

    Phytonadione is absorbed from the GI tract only in the presence of bile salts. Radioisotope studies show that absorption occurs via intestinal lymph. There is some evidence that absorption of phytonadione across the GI mucosa is a saturable, energy-dependent process that occurs in the proximal small intestine.

    McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2002. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2002 (Plus Supplements)., p. 3566

    Fat-soluble vit...k...absorbed from skin... /vit k/

    Hayes, W.J., Jr., E.R. Laws Jr., (eds.). Handbook of Pesticide Toxicology Volume 1. General Principles. New York, NY: Academic Press, Inc., 1991., p. 139

    For more Absorption, Distribution and Excretion (Complete) data for PHYTONADIONE (7 total), please visit the HSDB record page.

    5.6 Metabolism/Metabolites

    Phylloquinone's phytyl side chain is omega hydroxylated by CYP4F2. The side chain is then cleaved to 5 or 7 carbons long, and then glucuronidated prior to elimination. Vitamin Ks in general undergo a cycle of reduction to vitamin K hydroquinone by vitamin K epoxide reductase (VKOR), oxidation to vitamin K epoxide by gamma-glutamyl carboxylase, and converted back to vitamin K by VKOR.

    ...In experimental animals...phylloquinone...can be converted to more potent menaquinone series. Whether this can occur in man and of what significance these transformations are to action of phylloquinone...are still unknown.

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1593

    In animals treated with warfarin, major fraction of phylloquinone is metabolized to phylloquinone oxide.

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1593

    Phytonadione is rapidly metabolized to more polar metabolites, which are excreted in the bile and urine. The major urinary metabolites result from shortening of the side chain to five or seven carbon atoms, yielding carboxylic acids that are conjugated with glucuronate prior to excretion. Treatment with a coumarin-type anticoagulant results in a marked increase in the amount of phytonadione-2,3-epoxide in the liver and blood. Such treatment also increases the urinary excretion of phytonadione metabolites, primarily degradative products of phytonadione-2,3-epoxide. The biliary metabolites of phytonadione have not been identified.

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 1784

    The liver plays an exclusive role in the metabolic transformations leading to the elimination of vitamin K from the body. After intravenous doses of 45 ug to 1 mg (3)H-phylloquinone, about 20% of the radiolabel was excreted in the urine within three days, and 35-50% was excreted as metabolites in the feces via the bile.

    IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V76 461-2 (2000)

    5.7 Biological Half-Life

    Intravenous phylloquinone has an initial half life of 22 minutes, followed by a half life of 125 minutes.

    5.8 Mechanism of Action

    Vitamin K is a cofactor of gamma-carboxylase. Gamma carboxylase attaches carboxylic acid functional groups to glutamate, allowing precursors of factors II, VII, IX, and X to bind calcium ions. Binding of calcium ions converts these clotting factors to their active form, which are then secreted from hepatocytes into the blood, restoring normal clotting function. Vitamin K may also carboxylate matrix proteins in chondrocytes, inhibiting calcification of joints, and may increase type II collagen. The role of vitamin K in osteroarthritis, bone density, and vascular calcification is currently under investigation.

    Vit k is necessary for formation of prothrombinogen & other blood clotting factors in liver. During clotting, circulating prothrombin is required for production of thrombin; in turn, thrombin converts fibrinogen to fibrin, network of which constitutes clot. /vit k/

    Osol, A. and J.E. Hoover, et al. (eds.). Remington's Pharmaceutical Sciences. 15th ed. Easton, Pennsylvania: Mack Publishing Co., 1975., p. 943

    In normal animals and man, phyltonadione ... /is/ virtually devoid of pharmacodynamic activity. In Animals and man deficient in vitamin k, the pharmacological action of vitamin k is identical to its normal physiological function, that is, to promote hepatic biosynthesis of prothrombin (factor ii), proconvertin (factor vii), plasma thromboplastin component (ptc, christmas factor, factor ix), and Stuart factor (factor x).

    Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 1783

    On the basis of studies of microsomal metabolism in vitro and studies in rats and mice in vivo, /it was suggested/ that vitamin K may be mutagenic by affecting the mixed-function oxidase system which metabolizes benzo(a)pyrene. Phylloquinone at a high concentration (200 umol/l) inhibited the conversion of benzo(a)pyrene to its more polar metabolites, ... . Paradoxically, at a lower concentration of phylloquinone (25 umol/l), ... the metabolism of benzo(a)pyrene was increased. In this system, therefore, .... phylloquinone could either potentiate or inhibit it, depending on the concentration. This overall weaker inhibitory effect of phylloquinone could be due to the low solubility of this lipophilic compound, but it is difficult to explain the mechanism of the enhanced metabolism of benzo(a)pyrene at lower concentrations of phylloquinone.

    IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V76 472 (2000)

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LTD","supplierCountry":"CHINA","foreign_port":"BEIJING","customer":"KWALITY PHARMACEUTICALS","customerCountry":"INDIA","quantity":"5.00","actualQuantity":"5","unit":"KGS","unitRateFc":"1500","totalValueFC":"7586.9","currency":"USD","unitRateINR":"127275","date":"28-Aug-2024","totalValueINR":"636375","totalValueInUsd":"7586.9","indian_port":"Delhi Air","hs_no":"29339990","bill_no":"5290374","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"BEIJING","supplierAddress":"ADD: ROOM2603,RONG TAI\\'AN BUILDINGNO.139 JINHUAI STREET,FENGZE ROADFENGZE DISTRICT QUANZHOU CITY FUJIA CHINA","customerAddress":"VILLAGE NAG KALAN,MAJITHA ROAD,MAJ"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1725215400,"product":"VITAMIN K1 POWDER","address":"129\/1\/A","city":"NANDESARI","supplier":"SHANGHAI GUPENG INTERNATIAONAL TRADING CO.,LTD.","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"SUDEEP NUTRITION PRIVATE LIMITED","customerCountry":"INDIA","quantity":"25.00","actualQuantity":"25","unit":"KGS","unitRateFc":"78","totalValueFC":"1974.4","currency":"USD","unitRateINR":"6618.3","date":"02-Sep-2024","totalValueINR":"165457.5","totalValueInUsd":"1974.4","indian_port":"JNPT","hs_no":"29362930","bill_no":"5384397","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"NO24B3\/F,WEST BUILDING,HIGH-TECH KI NG CITY,668 BEIJING RD(E),SHANGHAI, 200001,CHINA China China","customerAddress":"129\/1\/A"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1725301800,"product":"PHYTONADIONE USP (VITAMIN K1)","address":"ALEMBIC ROAD","city":"GUJARAT","supplier":"ROYAL DSM","supplierCountry":"SWITZERLAND","foreign_port":"BASLE","customer":"ALEMBIC PHARMACEUTICALS LIMITED","customerCountry":"INDIA","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"52000","totalValueFC":"54675.8","currency":"USD","unitRateINR":"4581900","date":"03-Sep-2024","totalValueINR":"4581900","totalValueInUsd":"54675.8","indian_port":"Bombay Air","hs_no":"29362990","bill_no":"5393847","productDescription":"API","marketType":"REGULATED MARKET","country":"SWITZERLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"BASLE","supplierAddress":"IC30 PASIR PANJIANG ROAD,#13-31,MAP LETREE BUSINESS CITY, SDNF SINGAPORE SINGAPORE","customerAddress":"ALEMBIC ROAD"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1728325800,"product":"DRY VITAMIN K1 1% N - GERMANY","address":"401 4TH FL WINDSOR HOUSE CST RD","city":"MUMBAI, MAHARASHTRA.","supplier":"ROYAL DSM","supplierCountry":"GERMANY","foreign_port":"ROTTERDAM","customer":"ROYAL DSM","customerCountry":"INDIA","quantity":"80.00","actualQuantity":"80","unit":"KGS","unitRateFc":"13992.1","totalValueFC":"13321.6","currency":"INR","unitRateINR":"13992.1","date":"08-Oct-2024","totalValueINR":"1119364.8","totalValueInUsd":"13321.6","indian_port":"JNPT","hs_no":"29362930","bill_no":"6004862","productDescription":"API","marketType":"REGULATED MARKET","country":"GERMANY","selfForZScoreResived":"Pharma Grade","supplierPort":"ROTTERDAM","supplierAddress":"30 PASIR PANJANG ROAD #13-31, MAPLE TREE BUSINESS CITY, Singapore - 117 440, , Singapore Singapore","customerAddress":"401 4TH FL WINDSOR HOUSE CST RD"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1729621800,"product":"VITAMIN K1 POWDER 5% FCC (NOT FOR MEDICINAL USE)","address":"129\/1\/A","city":"NANDESARI","supplier":"SHANGHAI GUPENG INTERNATIONAL TRADING CO., LTD","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"SUDEEP NUTRITION PRIVATE LIMITED","customerCountry":"INDIA","quantity":"25.00","actualQuantity":"25","unit":"KGS","unitRateFc":"75","totalValueFC":"1895.6","currency":"USD","unitRateINR":"6371.3","date":"23-Oct-2024","totalValueINR":"159281.25","totalValueInUsd":"1895.6","indian_port":"JNPT","hs_no":"29362930","bill_no":"6291524","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Non Pharma","supplierPort":"SHANGHAI","supplierAddress":"NO24B3\/F,WEST BUILDING,HIGH-TECH KI NG CITY,668 BEIJING RD(E),SHANGHAI, 200001,CHINA China","customerAddress":"129\/1\/A"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1729708200,"product":"PHYTOMENADIONE (VITAMIN K1) BP","address":"PLOT NO 54 AND 55 INDUSTRIAL AREA,","city":"CHANDIGARH,CHANDIGARH","supplier":"ADIA (SHANGHAI) PHARMA CO. LTD","supplierCountry":"CHINA","foreign_port":"SHANGHAI - PU DONG","customer":"SCOTT-EDIL PHARMACIA","customerCountry":"INDIA","quantity":"7.00","actualQuantity":"7","unit":"KGS","unitRateFc":"1000","totalValueFC":"7457.8","currency":"USD","unitRateINR":"89521.8","date":"24-Oct-2024","totalValueINR":"626652.26","totalValueInUsd":"7457.8","indian_port":"Delhi Air","hs_no":"29339990","bill_no":"6312430","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI - PU DONG","supplierAddress":"SUITE 27G WORLD PLAZA 855 SOUTH PUDONG ROAD PUDONG SHANGHAI SDNF CHINA","customerAddress":"PLOT NO 54 AND 55 INDUSTRIAL AREA,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1730745000,"product":"VITAMIN K1 - SWITZERLAND (FOR MEDICINAL USE)","address":"401 4TH FL WINDSOR HOUSE CST RD","city":"MUMBAI, MAHARASHTRA.","supplier":"ROYAL DSM","supplierCountry":"SWITZERLAND","foreign_port":"AMSTERDAM, SCHIPHOL","customer":"ROYAL DSM","customerCountry":"INDIA","quantity":"5.00","actualQuantity":"5","unit":"KGS","unitRateFc":"234978.9","totalValueFC":"13922.5","currency":"INR","unitRateINR":"234978.9","date":"05-Nov-2024","totalValueINR":"1174894.55","totalValueInUsd":"13922.5","indian_port":"Bombay Air","hs_no":"29362930","bill_no":"6495571","productDescription":"API","marketType":"REGULATED MARKET","country":"SWITZERLAND","selfForZScoreResived":"Pharma Grade","supplierPort":"AMSTERDAM, SCHIPHOL","supplierAddress":"30 PASIR PANJANG ROAD #13-31, MAPLE TREE BUSINESS CITY, Singapore - 117 440, , Singapore Singapore","customerAddress":"401 4TH FL WINDSOR HOUSE CST RD"}]
    18-Jan-2021
    29-Nov-2024
    KGS
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    Average Price (USD/KGS)

    Number of Transactions

    Total Quantity (KGS)

    Total Value (USD)

    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - TABLET;ORAL - 5MG **Federal Register...DOSAGE - TABLET;ORAL - 5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 10104

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    DOSAGE - INJECTABLE;INJECTION - 10MG/ML ***Fe...DOSAGE - INJECTABLE;INJECTION - 10MG/ML ***Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 12223

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    DOSAGE - INJECTABLE;INJECTION - 1MG/0.5ML **F...DOSAGE - INJECTABLE;INJECTION - 1MG/0.5ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 12223

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    DOSAGE - FOR SOLUTION;INTRAVENOUS - 80MG/VIAL...DOSAGE - FOR SOLUTION;INTRAVENOUS - 80MG/VIAL;0.02MG/VIAL;0.001MG/VIAL;5MG/VIAL;0.01MG/VIAL;0.14MG/VIAL;17MG/VIAL;0.2MG/VIAL;1MG/VIAL;1.4MG/VIAL;EQ 1.2MG BASE/VIAL;0.7MG/VIAL;7MG/VIAL

    USFDA APPLICATION NUMBER - 18920

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    DOSAGE - SOLUTION;INTRAVENOUS - 2 IU/ML;40MG/...DOSAGE - SOLUTION;INTRAVENOUS - 2 IU/ML;40MG/ML;12MCG/ML;40 IU/ML;1MCG/ML;3MG/ML;120MCG/ML;8MG/ML;1.2MG/ML;0.72MG/ML;1.2MG/ML;660 IU/ML;0.03MG/ML

    USFDA APPLICATION NUMBER - 21163

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    DOSAGE - SOLUTION;INTRAVENOUS - 2 IU/ML;40MG/...DOSAGE - SOLUTION;INTRAVENOUS - 2 IU/ML;40MG/ML;12MCG/ML;40 IU/ML;1MCG/ML;3MG/ML;120MCG/ML;8MG/ML;1.2MG/ML;0.72MG/ML;1.2MG/ML;660 IU/ML;30MCG/ML

    USFDA APPLICATION NUMBER - 21163

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    DOSAGE - INJECTABLE;INTRAVENOUS - 200MG/VIAL;...DOSAGE - INJECTABLE;INTRAVENOUS - 200MG/VIAL;0.06MG/VIAL;0.005MG/VIAL;15MG/VIAL;0.005MG/VIAL;0.6MG/VIAL;40MG/VIAL;6MG/VIAL;3.6MG/VIAL;6MG/VIAL;1MG/VIAL;10MG/VIAL;0.15MG/VIAL

    USFDA APPLICATION NUMBER - 21625

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    DOSAGE - INJECTABLE;INJECTION - 1MG/0.5ML

    USFDA APPLICATION NUMBER - 83722

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    DOSAGE - INJECTABLE;INJECTION - 1MG/0.5ML

    USFDA APPLICATION NUMBER - 87954

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    DOSAGE - INJECTABLE;INJECTION - 10MG/ML

    USFDA APPLICATION NUMBER - 87955

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