Bovine Metabolome Database: Showing metabocard for Stanozolol (BMDB0003116)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:02:47 UTC

Update Date

2020-04-22 15:11:43 UTC

BMDB ID

BMDB0003116

Secondary Accession Numbers

BMDB03116

Metabolite Identification

Common Name

Stanozolol

Description

Stanozolol, also known as androstanazole or stromba, belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton. Based on a literature review a significant number of articles have been published on Stanozolol.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Androstanazole	ChEBI
Estanozolol	ChEBI
Stanozololum	ChEBI
Stromba	ChEBI
Strombaject	ChEBI
Winstrol	ChEBI
(5a,17b)-17-Methyl-2'H-androst-2-eno[3,2-c]pyrazol-17-ol	HMDB
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	HMDB
17-Methyl-5a-androstano[3,2-c]pyrazol-17b-ol	HMDB
17-Methyl-pyrazolo[4',3':2,3]-5a-androstan-17b-ol	HMDB
17a-Methyl-17b-hydroxy-5a-androstano(3,2-c)pyrazole	HMDB
17b-Hydroxy-17-methyl-5a-androstano[3,2-c]pyrazole	HMDB
17b-Hydroxy-17a-methyl-5a-androstano[3,2-c]pyrazole	HMDB
2'H-5a-Androst-2-eno[3,2-c]pyrazol-17b-ol, 17-methyl- (8ci)	HMDB
Anabol	HMDB
Androstanazol	HMDB, MeSH
Androstanazolestanazol	HMDB
Cyclopenta[7,8]phenanthro[2,3-c]pyrazole, 2'H-androst-2-eno[3,2-c]pyrazol-17-ol deriv.	HMDB
Estazol	HMDB
Stanazolol	HMDB, MeSH
Tevabolin	HMDB
Win 14833	HMDB
Winstroid	HMDB
Winstrol depot	HMDB
Winstrol V	HMDB
Sanofi winthrop brand OF stanozolol	MeSH, HMDB
Zambon brand OF stanozolol	MeSH, HMDB
Methylstanazol	MeSH, HMDB
Sanofi-synthelabo brand OF stanozolol	MeSH, HMDB

Chemical Formula

C₂₁H₃₂N₂O

Average Molecular Weight

328.4916

Monoisotopic Molecular Weight

328.251463656

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-4,7-dien-17-ol

Traditional Name

stanozolol

CAS Registry Number

10418-03-8

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC3=NNC=C3C[C@]12C

InChI Identifier

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

Chemical Taxonomy

Description

belongs to the class of organic compounds known as estrane steroids. These are steroids with a structure based on the estrane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Estrane steroids

Direct Parent

Estrane steroids

Alternative Parents

Substituents

Estrane-skeleton
Hydroxysteroid
17-hydroxysteroid
Azole
Cyclic alcohol
Pyrazole
Tertiary alcohol
Heteroaromatic compound
Organoheterocyclic compound
Azacycle
Alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tertiary alcohol (CHEBI:9249 )
organic heteropentacyclic compound (CHEBI:9249 )
17beta-hydroxy steroid (CHEBI:9249 )
anabolic androgenic steroid (CHEBI:9249 )
Androstane and derivatives (C07311 )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Cytoplasm
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.33	ALOGPS
logP	3.81	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	16.23	ChemAxon
pKa (Strongest Basic)	2.86	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	48.91 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	96.8 m³·mol⁻¹	ChemAxon
Polarizability	39.22 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ika-1698000000-3f8c35eb18e311ca156b	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0079-3249000000-250fe7ac2a107a020916	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-004i-0009000000-092e853c1b3ea4cea476	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03fr-0009000000-e44e17759e6628cd979d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dl-0092000000-fb2af0d825cd4939b25f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udj-9870000000-8e6ba7db421ffbe6d4d4	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-f62def968e0fcaf5ad8b	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002b-0096000000-6c72948a57cb2e8a7683	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03xr-6198000000-d225125a553d5bedac3e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0009000000-507d1b76f5fbab2cd617	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0009000000-507d1b76f5fbab2cd617	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0039000000-a11542c5a5960f8c2e3a	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0019000000-e17ed5d1d401678c0a12	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-2963000000-c456325d88b698b6ee3e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udr-1790000000-56ae15e8bf663dc1ee84	View in MoNA