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Chemistry

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Also known as: Nandrolone phenylpropionate, 62-90-8, Nortestosterone phenylpropionate, Nadrolone phenylpropionate, Nandrolon phenylpropionate, Fenobolin
Molecular Formula
C27H34O3
Molecular Weight
406.6  g/mol
InChI Key
UBWXUGDQUBIEIZ-QNTYDACNSA-N
FDA UNII
KF7Z9K2T3W

Nandrolone Phenpropionate
C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone but less one carbon at the 19 position. It is a schedule III drug in the U.S.
1 2D Structure

Nandrolone Phenpropionate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] 3-phenylpropanoate
2.1.2 InChI
InChI=1S/C27H34O3/c1-27-16-15-22-21-11-9-20(28)17-19(21)8-10-23(22)24(27)12-13-25(27)30-26(29)14-7-18-5-3-2-4-6-18/h2-6,17,21-25H,7-16H2,1H3/t21-,22+,23+,24-,25-,27-/m0/s1
2.1.3 InChI Key
UBWXUGDQUBIEIZ-QNTYDACNSA-N
2.1.4 Canonical SMILES
CC12CCC3C(C1CCC2OC(=O)CCC4=CC=CC=C4)CCC5=CC(=O)CCC35
2.1.5 Isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)CCC4=CC=CC=C4)CCC5=CC(=O)CC[C@H]35
2.2 Other Identifiers
2.2.1 UNII
KF7Z9K2T3W
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 17 Beta-hydroxyestr-4-en-3-one Hydrocinnamate

2. Durabolin

3. Fenobolin

4. Nandrolone Phenpropionate, (17alpha)-isomer

5. Nerobolil

6. Nerobolyl

7. Norandrolone Phenylpropionate

8. Nortestosterone Phenylpropionate

9. Nsc-23162e

2.3.2 Depositor-Supplied Synonyms

1. Nandrolone Phenylpropionate

2. 62-90-8

3. Nortestosterone Phenylpropionate

4. Nadrolone Phenylpropionate

5. Nandrolon Phenylpropionate

6. Fenobolin

7. Nandrolin

8. Nerobolil

9. Norandrostenolone Phenylpropionate

10. Superanabolon

11. Durabolin

12. Phenobolin

13. Norandrolone Phenyl Propionate

14. Ntpp

15. 19ntpp

16. Norandrolone Phenylpropionate

17. Nandrolone Phenylpionate

18. Nandrobolic

19. Strabolene

20. 19-nortestosterone, Hydrocinnamate

21. 19-nortestosterone Phenylpropionate

22. 19-nortestosterone Phenyl Propionate

23. 19-norandrostenolone Phenylpropionate

24. Kf7z9k2t3w

25. Activin

26. Nerobil

27. Sk 22271

28. Chebi:7468

29. [(8r,9s,10r,13s,14s,17s)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-17-yl] 3-phenylpropanoate

30. Nandrolone Phenpropionate [usp]

31. (17beta)-3-oxoestr-4-en-17-yl 3-phenylpropanoate

32. Nsc-23162

33. Anticatabolin

34. Estr-4-en-3-one, 17-(1-oxo-3-phenylpropoxy)-, (17b)-

35. Dsstox_cid_3353

36. 17-(1-oxo-3-phenylpropoxy)estr-4-en-3-one

37. Dsstox_rid_76989

38. Dsstox_gsid_23353

39. Nandrolone Phenpropionate (usp)

40. Nandrolone Phenylpropionate (jan)

41. Sintabolin

42. Anabosan

43. Equibolin

44. Norandrol

45. Cas-62-90-8

46. Durabolin-50

47. Nandrolone Phenylpropionate [jan]

48. 17b-hydroxyestr-4-en-3-one 17-(3-phenylpropionate)

49. Unii-kf7z9k2t3w

50. Activine

51. Durabolin (tn)

52. Ncgc00159356-02

53. Einecs 200-551-9

54. Nsc 23162

55. 17.beta.-phenylpropionyloxy-4-estrene-3-one

56. Brn 3170861

57. 17-.beta.-hydroxyestr-4-en-3-one Hydrocinnamate

58. 17-beta-phenylpropionyloxy-4-estren-3-one

59. 17beta-phenylpropionyloxy-4-estrene-3-one

60. 17beta-hydroxyestr-4-en-3-one Hydrocinnamate

61. 17-beta-hydroxyestr-4-en-3-one Hydrocinnamate

62. Schembl8443

63. 3-oxo-4-estren-17beta-yl-(3-phenylpropionat)

64. 4-09-00-01758 (beilstein Handbook Reference)

65. Nortestosterone Furanpropionate

66. 17-beta-hydroxy-estra-4-en-3-one, 17-phenylpropionate

67. Chembl1200412

68. Dtxsid2023353

69. 17-beta-hydroxyestr-4-en-3-one 17-(3-phenylpropionate)

70. Estr-4-ene-3-one, 17-beta-hydroxy-, 3-phenylpropionate

71. Estr-4-en-3-one, Hydrocinnamate

72. Estr-4-en-3-one, 17-(1-oxo-3-phenylpropoxy)-, (17beta)-

73. (8r,9s,10r,13s,14s,17s)-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl 3-phenylpropanoate

74. Nsc23162

75. Zinc3881613

76. Tox21_113342

77. Nandrolone Phenpropionate Ciii

78. Nandrolone Phenpropionate [mi]

79. Akos015888240

80. Tox21_113342_1

81. Db00984

82. Ds-3294

83. Nandrolone Phenpropionate [vandf]

84. Ncgc00274069-01

85. Nandrolone Phenpropionate [who-dd]

86. Nandrolone Phenylpropionate [mart.]

87. 3-oxoestr-4-en-17beta-yl 3-phenylpropanoate

88. C08155

89. D00956

90. Nandrolone Phenpropionate [orange Book]

91. Nandrolone Phenpropionate [usp Impurity]

92. 198n407

93. Estr-4-en-3-one, 17beta-hydroxy-, Hydrocinnamate

94. Nandrolone Phenpropionate 100 Microg/ml In Methanol

95. Q4312826

96. W-104946

97. Estr-4-en-3-one, 17-beta-hydroxy-, Hydrocinnamate

98. (1s,2r,10r,11s,14s,15s)-15-methyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl 3-phenylpropanoate

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 406.6 g/mol
Molecular Formula C27H34O3
XLogP35.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass406.25079494 g/mol
Monoisotopic Mass406.25079494 g/mol
Topological Polar Surface Area43.4 Ų
Heavy Atom Count30
Formal Charge0
Complexity703
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 refractory deficient red cell production anemias, breast carcinoma, hereditary angioedema, antithrombin III deficiency, fibrinogen excess, growth failure and Turner's syndrome. It is also indicated in the prophylaxis of hereditary angioedema.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone increases production and urinary excretion of erythropoietin. It may also have a direct action on bone marrow. Nandrolone binds to the androgen receptor to a greater degree than testosterone, but due to its inability to act on the muscle in ways unmediated by the receptor, has less overall effect on muscle growth.


5.2 MeSH Pharmacological Classification

Anabolic Agents

These compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power. (See all compounds classified as Anabolic Agents.)


5.3 Absorption, Distribution and Excretion

Absorption

The absorption after oral dosing is rapid for testosterone and probably for other anabolic steroids, but there is extensive first-pass hepatic metabolism for all anabolic steroids except those that are substituted at the 17-alpha position. The rate of absorption from subcutaneous or intramuscular depots depends on the product and its formulation. Absorption is slow for the lipid-soluble esters such as the cypionate or enanthate, and for oily suspensions.


5.4 Metabolism/Metabolites

Nandrolone is unusual in that unlike most anabolic steroids, it is not broken down into the more reactive DHT by the enzyme 5-reductase, but rather into a less effective product known as Dihydronandrolone.


5.5 Biological Half-Life

The elimination half-life from plasma is very short.


5.6 Mechanism of Action

Nandrolone is an androgen receptor agonist. The drug bound to the receptor complexes which allows it to enter the nucleus and bind directly to specific nucleotide sequences of the chromosomal DNA. The areas of binding are called hormone response elements (HREs), and influence transcriptional activity of certain genes, producing the androgen effects.


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Nandrolone Phenpropionate Manufacturers

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

click here to find a list of Nandrolone Phenpropionate manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Nandrolone Phenpropionate Suppliers

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

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

Nandrolone Phenpropionate USDMF

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

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

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

Nandrolone Phenpropionate WC

A Nandrolone Phenpropionate written confirmation (Nandrolone Phenpropionate WC) is an official document issued by a regulatory agency to a Nandrolone Phenpropionate manufacturer, verifying that the manufacturing facility of a Nandrolone Phenpropionate active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Nandrolone Phenpropionate APIs or Nandrolone Phenpropionate finished pharmaceutical products to another nation, regulatory agencies frequently require a Nandrolone Phenpropionate WC (written confirmation) as part of the regulatory process.

click here to find a list of Nandrolone Phenpropionate suppliers with Written Confirmation (WC) on PharmaCompass.

Nandrolone Phenpropionate GMP

Nandrolone Phenpropionate 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 Nandrolone Phenpropionate 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 Nandrolone Phenpropionate GMP manufacturer or Nandrolone Phenpropionate GMP API supplier for your needs.

Nandrolone Phenpropionate CoA

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

Nandrolone Phenpropionate CoA mostly includes findings from lab analyses of a specific batch. For each Nandrolone Phenpropionate 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.

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