Helen Frankenthaler Foundation

Winstrol Raw Material

Winstrol | Drug Information, Uses, Side Effects, Chemistry | PharmaCompass.com

Winstrol

Chemistry

Also known as: Winstrol, Androstanazole, Androstanazol, 10418-03-8, Stromba, Stanazolol

PropertyValue
Molecular FormulaC21H32N2O
Molecular Weight328.5 g/mol
InChI KeyLKAJKIOFIWVMDJ-IYRCEVNGSA-N
FDA UNII4R1VB9P8V3

A synthetic steroid that has anabolic and androgenic properties. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1194)

Identification

Computed Descriptors
IUPAC Name

(1S,2S,10S,13R,14S,17S,18S)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5-dien-17-ol

InChI

InChI=1S/C21H32N2O/c1-19-11-13-12-22-23-18(13)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,24H,4-11H2,1-3H3,(H,22,23)/t14-,15+,16-,17-,19-,20-,21-/m0/s1

InChI Key

LKAJKIOFIWVMDJ-IYRCEVNGSA-N

Canonical SMILES

CC12CCC3C(C1CCC2(C)O)CCC4C3(CC5=C(C4)NN=C5)C

Isomeric SMILES

C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CC[C@@H]4[C@@]3(CC5=C(C4)NN=C5)C

Other Identifiers
UNII

4R1VB9P8V3

Synonyms
MeSH Synonyms
  • Androstanazol
  • Methylstanazol
  • Stanazolol
  • Stromba
  • Winstrol
Depositor-Supplied Synonyms

Winstrol, Androstanazole, Androstanazol, 10418-03-8, Stromba, Stanazolol, Tevabolin, Winstrol Depot, Strombaject, Estazol, Winstroid, Winstrol V, Estanozolol, Stanozololum, Win 14833, Anabol, Stanozolol Ciii, Androstanazolestanazol, Nsc-43193, Win-14833, Nsc 233046, 4r1vb9p8v3, Chebi:9249, 17-methyl-2'h-5alpha-androst-2-eno(3,2-c)pyrazol-17beta-ol, Nsc-233046, (1s,3as,3br,5as,10as,10bs,12as)-1,10a,12a-trimethyl-1,2,3,3a,3b,4,5,5a,6,8,10,10a,10b,11,12,12a-hexadecahydrocyclopenta[5,6]naphtho[1,2-f]indazol-1-ol, Cyclopenta(7,8)phenanthro(2,3-c)pyrazol-1-ol, 1,2,3,3a,3b,4,5,5a,6,8,10,10a,10b,11,12,12a-hexadecahydro-1,10a,12a-trimethyl-, Stanozolo [dcit], Androstanazole (van), Stanozolo, Stanozolol (1'h Form), Winstrol-v, Stanozololum [inn-latin], Estanozolol [inn-spanish], (1s,2s,10s,13r,14s,17s,18s)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.0^{2,10}.0^{4,8}.0^{14,18}]icosa-4(8),5-dien-17-ol, Cyclopenta(7,8)phenanthro(2,3-c)pyrazol-1-ol, 1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydro-1,10a,12a-trimethyl-, Hsdb 3185, Sr-05000001522, Stanozolol (2'h Form), 17?-methyl-5?-androstano[3,2-c]pyrazol-17?-ol, Einecs 233-894-8, Nsc 43193, Unii-4r1vb9p8v3, 17.beta.-hydroxy-17.alpha.-methyl-5.alpha.-androstano(3,2-c)pyrazole, Winstrol (tn), 2'h-androst-2-eno(3,2-c)pyrazol-17-ol, 17-methyl-, (5alpha,17beta)-, 17-methyl-5alpha-androstano(3,2-c)pyrazol-17beta-ol, 302-96-5, Stanozolol [usan:usp:inn:ban:jan], 17-beta-hydroxy-17-alpha-methylandrostano(3,2-c)pyrazole, 17beta-hydroxy-17alpha-methyl-androstano(3,2-c)pyrazole, 17-methyl-pyrazolo(4',3':2,3)-5alpha-androstan-17beta-ol, 17-methylpyrazolo(4',3':2,3)-5alpha-androstan-17beta-ol, 17beta-hydroxy-17-methyl-5alpha-androstano(3,2-c)pyrazole, Stanozolol [mi], 17alpha-methyl-17beta-hydroxy-5alpha-androstano(3,2-c)pyrazole, Stanozolol [inn], Stanozolol [jan], 2'h-5alpha-androst-2-eno(3,2-c)pyrazol-17beta-ol, 17-methyl-, 2,3-(4',3'-pyrazolo)-5alpha-androstan-17beta-ol, 17-methyl-, Stanozolol [hsdb], Stanozolol [usan], Stanozolol [vandf], Stanozolol [mart.], Dsstox_cid_24128, Dsstox_rid_97564, Stanozolol [who-dd], Stanozolol--dea Schedule Iii, Dsstox_gsid_44128, Schembl44099, Schembl44100, Stanozolol (jan/usp/inn), 1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydro-1,10a,12a-trimethylcyclopenta(7,8)-phenanthro(2,3-c)pyrazol-1-ol, Mls001424321, 17-methyl-2'h-5.alpha.-androst-2-eno(3,2-c)pyrazol-17.beta.-ol, Stanozolol, Analytical Standard, Stanozolol [green Book], Chembl2079587, Dtxsid3044128, Stanozolol [orange Book], Gtpl10369, Stanozolol [ep Monograph], Stanozolol Ciii [usp-rs], Hms2052h11, Hms2090p03, Hms3713k06, Stanozolol [usp Monograph], Bcp12548, Hy-b0899, Nsc43193, Win14833, Zinc4097376, Tox21_113993, 1'h-androstano(3,2-c)pyrazol-17-ol, 17-methyl-, (5-alpha,17-beta)-, Akos005067278, Stanozolol 1.0 Mg/ml In Acetonitrile, Am84316, Ccg-101186, Ccg-220452, Cs-4363, Db06718, Nc00436, Ncgc00344550-01, (1s,3as,3br,5as,10as,10bs,12as)-1,10a,12a-trimethyl-1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydrocyclopenta[5,6]naphtho[1,2-f]indazol-1-ol, Ac-16140, Ac-33164, As-35198, Cpd000058878, Smr000058878, Cas-10418-03-8, C07311, D00444, 17-methyl-5a-androstano[3,2-c]pyrazol-17b-ol, Ab00443942-03, Ab00443942-05, 418s038, Sr-05000001522-1, Sr-05000001522-2, W-108823, 17a-methyl-17b-hydroxy-5a-androstano(3,2-c)pyrazole, 17b-hydroxy-17-methyl-5a-androstano[3,2-c]pyrazole, 17b-hydroxy-17a-methyl-5a-androstano[3,2-c]pyrazole, Q63409446, 17-methyl-pyrazolo[4',3':2,3]-5a-androstan-17b-ol, Z1541662177, 17-methyl-1'h-5alpha-androstano[3,2-c]pyrazol-17beta-ol, Stanozolol, European Pharmacopoeia (ep) Reference Standard, (5a,17b)-17-methyl-2'h-androst-2-eno[3,2-c]pyrazol-17-ol, 2,3'-pyrazolo)-5.alpha.-androstan-17.beta.-ol, 17-methyl-, 5alpha-androstane-17alpha-methyl-17beta-ol-[3,2-c]pyrazole, 17-methyl-5.alpha.-androstano(3,2-c)pyrazol-17.beta.-ol, 2'h-5a-androst-2-eno[3,2-c]pyrazol-17b-ol, 17-methyl- (8ci), 17alpha-methyl-17beta-hydroxy-5alpha-androst-2-eno(3,2-c)-pyrazole, 1'h-androstano(3,2-c)pyrazol-17-ol, 17-methyl-, (5.alpha.,17.beta.)-, 2'h-androst-2-eno(3,2-c)pyrazol-17-ol, 17-methyl-, (5.alpha.,17.beta.), Cyclopenta[7,8]phenanthro[2,3-c]pyrazole, 2'h-androst-2-eno[3,2-c]pyrazol-17-ol Deriv., (1s,2s,10s,13r,14s,17s,18s)-2,17,18-trimethyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5-dien-17-ol, 1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydro-1,10a,12a-trimethyl-cyclopenta[7,8]phenanthro[2,3-c]pyrazol-1-ol, 17966-55-1, 875293-72-4, Cyclopenta[7,3-c]pyrazol-1-ol, 1,2,3,3a,3b,4,5,5a,6,8,10,10a,10b,11,12,12a-hexadecahydro-1,10a,12a-trimethyl-

Create Date

2005-03-26

Chemical and Physical Properties

PropertyValue
Molecular Weight328.5 g/mol
Molecular FormulaC21H32N2O
XLogP34.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass328.251463648 g/mol
Monoisotopic Mass328.251463648 g/mol
Topological Polar Surface Area48.9 Ų
Heavy Atom Count24
Formal Charge0
Complexity538
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

Drug and Medication Information

Therapeutic Uses

Anabolic Steroids

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

Stanozolol ... /is/ indicated in conditions such as chronic infections, extensive surgery, corticosteroid-induced myopathy, decubitus ulcers, burns, or severe trauma, which require reversal of catabolic processes or protein-sparing effects. /This agent is/ ... adjunct to, and not replacement for, conventional treatment of these disorders. /NOT included in US product labeling/

Thomson.Micromedex. Drug Information for the Health Care Professional. 25th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2005., p. 140

Stanozolol is effective in raising hemoglobin concentrations in some cases of aplastic anemia (congenital or idiopathic). /NOT included in US product labeling/

Thomson.Micromedex. Drug Information for the Health Care Professional. 25th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2005., p. 140

Stanozolol ... /is/ indicated in the prophylaxis of hereditary angioedema to decrease the frequency and severity of attacks. /Included in US product labeling/

Thomson.Micromedex. Drug Information for the Health Care Professional. 25th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2005., p. 140

For more Therapeutic Uses (Complete) data for STANOZOLOL (10 total), please visit the HSDB record page.

Drug Warning

Vet: monitor benefits and need carefully in cardiac disease and nephritis.

Rossoff, I.S. Handbook of Veterinary Drugs. New York: Springer Publishing Company, 1974., p. 553

Use of anabolic steroids by athletes is not recommended. Objective evidence is conflicting and inconclusive as to whether these medications significantly increase athletic performance by increasing muscle strength. Weight gains reported by athletes are due in part to fluid retention, which is a potentially hazardous side effect of anabolic steroid therapy. The risk of other unwanted effects, such as testicular atrophy and suppression of spermatogenesis in males; menstrual disturbances and virilization, such as deepening of voice, development of acne, and unnatural growth of body hair in females; peliosis hepatis or other hepatotoxicity; and hepatic cancer outweigh and possible benefit received from anabolic steroids and make their use in athletes inappropriate. /Anabolic steroids/

Thomson.Microm