5 alpha-Androstane-3 alpha,17 beta-diol
Basic information
- CAS
1852-53-5- Standard SMILES
C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12- InChIKey
CBMYJHIOYJEBSB-KHOSGYARSA-N- Molecular formula
- C19H32O2
- Average molar mass
- 292.5 g/mol
- Monoisotopic mass
- 292.24023026
Overview
5alpha-androstane-3alpha,17beta-diol is the 5alpha-stereoisomer of androstane-3alpha,17beta-diol. It has a role as a human metabolite and a Daphnia magna metabolite.
Names & identifiers
- Preferred name
- 5 alpha-Androstane-3 alpha,17 beta-diol
- IUPAC
- (3R,5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,17-diol
- English name
- 5a-Androstane-3a,17b-diol
- Molecular formula
- C19H32O2
- Molecular weight
- 292.46
Names & synonyms
RefChem:5055475 alpha-Androstane-3 alpha,17 beta-diolHombreol5alpha-Androstane-3alpha,17beta-diol3alpha-androstanediol1852-53-5DihydroandrosteroneEtiocholane-3alpha,17beta-diol5a-Androstane-3a,17b-diolNSC 98995alpha-Androstan-3alpha,17beta-diol3alpha androstanediol
Show more names
5α-androstane-3α,17β-diol5α-androstane-3β,17α-diol5-ANDROSTANEDIOLDIHYDRO-ANDROSTERONEDIHYDROANDROSTANEDIOL17β-Dihydroandrosterone5A-ANDROSTAN-3A,17B-DIOL17β-Dihydroandrosterone*
ANDROSTANDIOL5alpha-Androstane-3alpha,17beta-androstanediolMLS000028362CHEMBL335062J34MX0M30Y3-alpha,17-beta-AndrostanediolNIOSH/BV8044300(3alpha,5alpha,17beta)-androstane-3,17-diol
Database identifiers
Properties
Computed structural properties
- XLogP
- 4.2
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 422
Experimental & physicochemical properties
Drugs
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Pharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
SpringerMaterials PropertiesChemical shift
LogP4.16
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point219 - 221 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 236 · 236-236.5 °C
- Boiling point
- 374.38 °C · 374.38°C (rough estimate)
- Density
- 1.0164 · 1.0164 (rough estimate)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesCarc. 2 (100%)
Safety data
- wgk
- 3
- rtecs
- BV8044310
- hs_code
- 29144000
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- Hazard statements
- H351-H360FD
- Precautionary statements
- P201-P308+P313
- DEA Controlled Substances
- CSCN: 4000CSA SCH: Schedule IIINARC: No
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationThese compounds stimulate anabolism and inhibit catabolism. They stimulate the development of muscle mass, strength, and power.
Tissue LocationsEpidermis
Cellular LocationsExtracellular
Applications
UsesA metabolite of Testosterone (T155000).
Additional notes
DefinitionChEBI: The 5alpha-stereoisomer of androstane-3alpha,17beta-diol.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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