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    Vitamin A Acetate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

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    2D Structure
    Also known as: Vitamin a acetate, Retinol acetate, 127-47-9, Retinol, acetate, All-trans-retinyl acetate, Crystalets
    Molecular Formula
    C22H32O2
    Molecular Weight
    328.5  g/mol
    InChI Key
    QGNJRVVDBSJHIZ-QHLGVNSISA-N
    FDA UNII
    3LE3D9D6OY
    Retinyl Acetate is a naturally-occurring fatty acid ester form of retinol (vitamin A) with potential antineoplastic and chemopreventive activities. Retinyl acetate binds to and activates retinoid receptors, inducing cell differentiation and decreasing cell proliferation. This agent also inhibits carcinogen-induced neoplastic transformation in some cancer cell types and exhibits immunomodulatory properties. (NCI04)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] acetate
    2.1.2 InChI
    InChI=1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9+,18-14+
    2.1.3 InChI Key
    QGNJRVVDBSJHIZ-QHLGVNSISA-N
    2.1.4 Canonical SMILES
    CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CCOC(=O)C)C)C
    2.1.5 Isomeric SMILES
    CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/COC(=O)C)/C)/C
    2.2 Other Identifiers
    2.2.1 UNII
    3LE3D9D6OY
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 9-cis-retinyl Acetate

    2. All-trans-retinyl Acetate

    3. Dagravit A Forte

    4. Dif Vitamin A Masivo

    5. Qlt091001

    6. Retinit

    7. Retinol Acetate

    8. Retinol Acetate, (9,13-cis)-isomer

    9. Vitamin A Acetate

    10. Vitamin A Dispersa

    11. Vitamin-a-saar

    2.3.2 Depositor-Supplied Synonyms

    1. Vitamin A Acetate

    2. Retinol Acetate

    3. 127-47-9

    4. Retinol, Acetate

    5. All-trans-retinyl Acetate

    6. Crystalets

    7. Vitamin A1 Acetate

    8. All-trans-retinol Acetate

    9. Vitamin A Alcohol Acetate

    10. Davitan A 650

    11. Vitamin A Ester

    12. All-trans-vitamin A Acetate

    13. Retinol, Acetate, All-trans-

    14. O~15~-acetylretinol

    15. Nsc 122045

    16. Trans-retinyl Acetate

    17. [(2e,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenyl] Acetate

    18. Ro 1-5275

    19. Retinol Acetate [jan]

    20. Trans-vitamin A Acetate

    21. Myvak (van)

    22. Myvax (van)

    23. 3le3d9d6oy

    24. All-trans-retinylacetate

    25. (2e,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl Acetate

    26. Chebi:32095

    27. Vitamin A Acetate (van)

    28. Acetic Acid, Retinyl Ester

    29. Nsc-122045

    30. Nsc-122760

    31. Ncgc00090756-09

    32. Retinol Acetate/all-trans-retinyl Acetate

    33. Dsstox_cid_1240

    34. Dsstox_rid_76032

    35. Dsstox_gsid_21240

    36. Vitaminaacetate

    37. Vitamin A Acetate (tritiated)

    38. Vitamin A, Acetate

    39. Retinol, Acetate, Labeled With Tritium

    40. O(15)-acetylretinol

    41. 9-cis Retinol Acetate

    42. Retinyl Acetate, All-trans-

    43. Cas-127-47-9

    44. Ccris 1907

    45. Trans-retinol Acetate

    46. Sr-05000001431

    47. Einecs 204-844-2

    48. Unii-3le3d9d6oy

    49. Brn 1915439

    50. Retinyl-acetate

    51. Wln: L6utj A1 B1u1y1 & U2u1y1 & U2ov1 C1 C1

    52. Vitamin A Acetat

    53. 34356-31-5

    54. Acetic Acid Retinyl

    55. Mfcd00019413

    56. Oristar Ra

    57. (13z)-retinol Acetate

    58. Spectrum5_001195

    59. Spectrum5_002001

    60. Retinol Acetate (jp17)

    61. Retinyl (retinol) Acetate

    62. Ec 204-844-2

    63. Retinol, O~15~-acetyl-

    64. Bspbio_002833

    65. Spectrum1503051

    66. Retinyl Acetate [inci]

    67. C22h32o2 (retinol Acetate)

    68. Chembl486193

    69. Vitamin A Acetate [mi]

    70. Dtxsid6021240

    71. Chebi:94695

    72. Hms501k04

    73. Retinol Acetate [who-dd]

    74. Retinyl Acetate [usp-rs]

    75. Vitamin A Acetate [vandf]

    76. Hms1922a19

    77. Hms2089g20

    78. Pharmakon1600-01503051

    79. Amy13865

    80. Hy-n0679

    81. Zinc3874857

    82. Retinyl Acetate, Analytical Standard

    83. Tox21_113549

    84. Tox21_201423

    85. Tox21_302737

    86. Bdbm50442911

    87. Ccg-39564

    88. Lmpr01090012

    89. Nsc122045

    90. Nsc122760

    91. Nsc758220

    92. S4083

    93. Akos015914999

    94. Tox21_113549_1

    95. Cs-8187

    96. Nsc-758220

    97. Idi1_000522

    98. Ncgc00090756-01

    99. Ncgc00090756-02

    100. Ncgc00090756-03

    101. Ncgc00090756-05

    102. Ncgc00090756-06

    103. Ncgc00090756-07

    104. Ncgc00090756-08

    105. Ncgc00090756-10

    106. Ncgc00090756-11

    107. Ncgc00090756-12

    108. Ncgc00256509-01

    109. Ncgc00258974-01

    110. Vitamin A (as Acetate) [vandf]

    111. 64536-04-5

    112. Ac-19999

    113. All-(e)-retinol Acetate [who-ip]

    114. Sbi-0051756.p002

    115. Vitamin A Acetate 1.5 M.i.u./g

    116. Ro-1-5275

    117. A16783

    118. D01621

    119. H12041

    120. Vitamin A Acetate 10 Microg/ml In Acetonitrile

    121. Ab00052305-02

    122. Ab00052305_03

    123. Vitamin A Acetate In Gelatin, 500,000 I.u./g

    124. Q7316808

    125. Sr-05000001431-1

    126. Sr-05000001431-3

    127. W-108382

    128. Brd-k65331431-001-01-3

    129. Vitamin A (acetate), Meets Usp Testing Specifications

    130. Vitamin A (as Acetate & Beta Carotene) [vandf]

    131. Retinol Acetate, European Pharmacopoeia (ep) Reference Standard

    132. Retinyl Acetate, Synthetic, Crystalline Solid Or Supercooled Liquid

    133. Retinyl Acetate, United States Pharmacopeia (usp) Reference Standard

    134. Retinyl Acetate, Concentrate (~50% (w/w) In Peanut Oil), ~1500 U/mg

    135. Retinyl Acetate, Solid Or Viscous Liquid, Bioreagent, Synthetic, Suitable For Cell Culture

    136. Retinyl Acetate, Synthetic, Matrix Dispersion, 475,000-650,000 Usp Units/g

    137. (2e,4e,6e,8e)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenyl Acetate

    138. 3,7-dimethyl-9-(2,6,6,-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol Acetate, (all Trans)-

    139. Retinyl Acetate (vitamin A Acetate), Pharmaceutical Secondary Standard; Certified Reference Material

    140. Retinyl Acetate Solution, 100 Mug/ml In Ethanol (with 0.1% (w/v) Bht), Ampule Of 1 Ml, Certified Reference Material

    141. Retinyl Acetate Solution, 100 Mug/ml In Ethanol (with 0.1% (w/v) Bht; Degassed), Certified Reference Material

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 328.5 g/mol
    Molecular Formula C22H32O2
    XLogP36.3
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count7
    Exact Mass328.240230259 g/mol
    Monoisotopic Mass328.240230259 g/mol
    Topological Polar Surface Area26.3 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity596
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count4
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anticarcinogenic Agents

    Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved. (See all compounds classified as Anticarcinogenic Agents.)

    Adjuvants, Immunologic

    Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)