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Chemistry

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Also known as: 131-01-1, Harmonyl, Raunormine, Recanescin, Deserpidin, Recanescine
Molecular Formula
C32H38N2O8
Molecular Weight
578.7  g/mol
InChI Key
CVBMAZKKCSYWQR-WCGOZPBSSA-N
FDA UNII
9016E3VB47

Deserpidine
Deserpidine is an ester alkaloid derived from Rauwolfia canescens with antihypertensive activity. Deserpidine is a competitive inhibitor of the angiotensin converting enzyme (ACE). By competing with angiotensin I for ACE, deserpidine blocks the conversion of angiotensin I to angiotensin II, which is a potent vasoconstrictor. Reduced level of serum angiotensin II causes a decrease in blood pressure. Deserpidine also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex.
Deserpidine is a Catecholamine-depleting Sympatholytic. The physiologic effect of deserpidine is by means of Decreased Sympathetic Activity.
1 2D Structure

Deserpidine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
2.1.2 InChI
InChI=1S/C32H38N2O8/c1-37-24-12-17(13-25(38-2)29(24)39-3)31(35)42-26-14-18-16-34-11-10-20-19-8-6-7-9-22(19)33-28(20)23(34)15-21(18)27(30(26)40-4)32(36)41-5/h6-9,12-13,18,21,23,26-27,30,33H,10-11,14-16H2,1-5H3/t18-,21+,23-,26-,27+,30+/m1/s1
2.1.3 InChI Key
CVBMAZKKCSYWQR-WCGOZPBSSA-N
2.1.4 Canonical SMILES
COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
2.1.5 Isomeric SMILES
CO[C@H]1[C@@H](C[C@@H]2CN3CCC4=C([C@H]3C[C@@H]2[C@@H]1C(=O)OC)NC5=CC=CC=C45)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC
2.2 Other Identifiers
2.2.1 UNII
9016E3VB47
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 131-01-1

2. Harmonyl

3. Raunormine

4. Recanescin

5. Deserpidin

6. Recanescine

7. Canescine

8. Desepridine

9. Raunormin

10. Canescin

11. Desmethoxyreserpine

12. 11-demethoxyreserpine

13. 11-desmethoxyreserpine

14. Deserpidinum [inn-latin]

15. Deserpidina [inn-spanish]

16. Reserpidine

17. Halmonyl

18. Tranquinil

19. Deresperine

20. Deserpidine (inn)

21. Chebi:27478

22. Deserpidine, (-)-

23. Deserpidic Acid, Methyl Ester, 3,4,5-trimethoxybenzoate

24. Lilly 22641

25. Nsc72138

26. Nsc-72138

27. Methyl (1r,15s,17r,18r,19s,20s)-18-methoxy-17-(3,4,5-trimethoxybenzoyl)oxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate

28. Methyl (3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylate

29. 9016e3vb47

30. Ncgc00168786-01

31. Ncgc00168786-02

32. Deserpidina

33. Deserpidinum

34. Dsstox_cid_383

35. Deserpidine [inn]

36. Nsc 72138

37. A-11025

38. Deserpidine [inn:ban]

39. Dsstox_rid_75556

40. Dsstox_gsid_20383

41. (3beta,16beta,17alpha,18beta,20alpha)-17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]yohimban-16-carboxylic Acid Methyl Ester

42. Methyl (3beta,16beta,17alpha,18beta,20alpha)-17-(methyloxy)-18-({[3,4,5-tris(methyloxy)phenyl]carbonyl}oxy)yohimban-16-carboxylate

43. Yohimban-16-carboxylic Acid,17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-, Methyl Ester,(3b,16b,17a,18b,20a)-

44. Halmonyl (tn)

45. Cas-131-01-1

46. Einecs 205-004-8

47. Brn 0101820

48. Unii-9016e3vb47

49. Md-0232

50. Methyl 17alpha-methoxy-18beta-(3,4,5-trimethoxybenzoyloxy)-3beta,20alpha-yohimban-16beta-carboxylat

51. Methyl 18beta-hydroxy-17alpha-methoxy-3beta,20alpha-yohimban-16beta-carboxylate, 3,4,5-trimethoxybenzoate (ester)

52. Deserpidine [mi]

53. Deserpidine [vandf]

54. Deserpidine [mart.]

55. Deserpidine [who-dd]

56. 3-beta,20-alpha-yohimban-16-beta-carboxylic Acid, 18-beta-hydroxy-17-alpha-methoxy-, Methyl Ester, 3,4,5-trimethoxybenzoate (ester)

57. 4-25-00-01282 (beilstein Handbook Reference)

58. Methyl 17alpha-methoxy-18beta-((3,4,5-trimethoxybenzoyl)oxy)-3beta,20alpha-yohimban-16beta-carboxylate

59. Mls006010113

60. Schembl259343

61. Gtpl7064

62. Chembl1200515

63. Dtxsid8020383

64. Deserpidine [orange Book]

65. Methyl 17.alpha.-methoxy-18.beta.-((3,4,5-trimethoxybenzoyl)oxy)-3.beta.,20.alpha.-yohimban-16.beta.-carboxylate

66. Methyl 18.beta.-hydroxy-17.alpha.-methoxy-3.beta.,20.alpha.-yohimban-16.beta.-carboxylate, 3,4,5-trimethoxybenzoate (ester)

67. Zinc4097186

68. Tox21_112646

69. Tox21_113102

70. Bdbm50480272

71. Enduronyl Component Deserpidine

72. Akos015896464

73. Db01089

74. Deserpidine Component Of Enduronyl

75. (1s,2r,3r,4as,13br,14as)-methyl 2-methoxy-3-((3,4,5-trimethoxybenzoyl)oxy)-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate

76. 17.alpha.-methoxy-18.beta.-[(3,4,5-trimethoxybenzoyl)oxy]-3.beta.,20.alpha.-yohimban-16.beta.-carboxylic Acid Methyl Ester

77. Smr004701248

78. Oreticyl Forte Component Deserpidine

79. Hy-107339

80. Cs-0028177

81. Deserpidine Component Of Oreticyl Forte

82. C06541

83. D08194

84. 131d011

85. J-005923

86. Q5263885

87. Benz[g]indolo[2, 1,2,3,4,4a,5,7,8,-13,13b,14,14a-dodecahydro-3-hydroxy-2-methoxy-, Methyl Ester, 3,4,5-trimethoxybenzoate

88. Methyl (1r,15s,17r,18r,19s,20s)-18-methoxy-17-[(3,4,5-trimethoxyphenyl)carbonyloxy]-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate

89. Yohimban-16-carboxylic Acid, 17-methoxy-18-[(3,4,5-trimethoxybenzoyl)oxy]-, Methyl Ester, (3b,16b,17a,18b,20a)-

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 578.7 g/mol
Molecular Formula C32H38N2O8
XLogP34.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count9
Rotatable Bond Count9
Exact Mass578.26281617 g/mol
Monoisotopic Mass578.26281617 g/mol
Topological Polar Surface Area109 Ų
Heavy Atom Count42
Formal Charge0
Complexity953
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of hypertension.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Deserpidine, an alkaloid of Rauwolfia canescens, is used as an antihypertensive. Rauwolfia alkaloids work by controlling nerve impulses along certain nerve pathways. As a result, they act on the heart and blood vessels to lower blood pressure.


5.2 FDA Pharmacological Classification
5.2.1 Active Moiety
DESERPIDINE
5.2.2 FDA UNII
9016E3VB47
5.2.3 Pharmacological Classes
Physiologic Effects [PE] - Decreased Sympathetic Activity
5.3 ATC Code

C - Cardiovascular system

C02 - Antihypertensives

C02A - Antiadrenergic agents, centrally acting

C02AA - Rauwolfia alkaloids

C02AA05 - Deserpidine


5.4 Mechanism of Action

Deserpidine's mechanism of action is through inhibition of the ATP/Mg2+ pump responsible for the sequestering of neurotransmitters into storage vesicles located in the presynaptic neuron. The neurotransmitters that are not sequestered in the storage vesicle are readily metabolized by monoamine oxidase (MAO) causing a reduction in catecholamines.


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ABOUT THIS PAGE

Deserpidine Manufacturers

A Deserpidine manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Deserpidine, including repackagers and relabelers. The FDA regulates Deserpidine manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Deserpidine API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Deserpidine Suppliers

A Deserpidine supplier is an individual or a company that provides Deserpidine active pharmaceutical ingredient (API) or Deserpidine finished formulations upon request. The Deserpidine suppliers may include Deserpidine API manufacturers, exporters, distributors and traders.

click here to find a list of Deserpidine suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Deserpidine USDMF

A Deserpidine DMF (Drug Master File) is a document detailing the whole manufacturing process of Deserpidine active pharmaceutical ingredient (API) in detail. Different forms of Deserpidine DMFs exist exist since differing nations have different regulations, such as Deserpidine USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Deserpidine DMF submitted to regulatory agencies in the US is known as a USDMF. Deserpidine USDMF includes data on Deserpidine's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Deserpidine USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Deserpidine suppliers with USDMF on PharmaCompass.

Deserpidine GMP

Deserpidine Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Deserpidine GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Deserpidine GMP manufacturer or Deserpidine GMP API supplier for your needs.

Deserpidine CoA

A Deserpidine CoA (Certificate of Analysis) is a formal document that attests to Deserpidine's compliance with Deserpidine specifications and serves as a tool for batch-level quality control.

Deserpidine CoA mostly includes findings from lab analyses of a specific batch. For each Deserpidine CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Deserpidine may be tested according to a variety of international standards, such as European Pharmacopoeia (Deserpidine EP), Deserpidine JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Deserpidine USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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