Basic information
- CAS
1153-51-1- Standard SMILES
C[C@]12CC[C@@H](O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C=CC[C@@H]12- InChIKey
KRVXMNNRSSQZJP-PHFHYRSDSA-N- Molecular formula
- C19H30O
- Average molar mass
- 274.4 g/mol
- Monoisotopic mass
- 274.22966558
Overview
5alpha-androst-16-en-3alpha-ol is a 3alpha-sterol. It has a role as a pheromone. It derives from a hydride of a 5alpha-androst-16-ene.
Names & identifiers
- Preferred name
- Androstenol
- IUPAC
- (3R,5S,8R,9S,10S,13R,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
- English name
- 5alpha-Androst-16-en-3alpha-ol
- Molecular formula
- C19H30O
- Molecular weight
- 274.44
Names & synonyms
Androstenol1153-51-15alpha-Androst-16-en-3alpha-ol16,17-ANDROSTENE-3-OL(3alpha,5alpha)-Androst-16-en-3-ol5.alpha.-Androst-16-en-3.alpha.-olAndrost-16-en-3-ol, (3.alpha.,5.alpha.)-(3R,5S,8R,9S,10S,13R,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-olAndrost-16-en-3-ol, (3alpha,5alpha)-EINECS 214-573-1NSC 71076NSC-71076
Show more names
5α-Androst-16-en-3α-olOCCLESTEROLOxtersterol5α-Androstenolandrost-16-en-3-olAndrostenol (3-alpha)5a-androst-16-en-3a-ol16-(5α)androsten-3α-ol5a-Androsten-16-en-3a-ol
3alpha-Hydroxy-5alpha-androst-16-eneDTXSID2075394CHEBI:409333.ALPHA.-HYDROXY-5.ALPHA.-ANDROST-16-ENE(3.ALPHA.,5.ALPHA.)-ANDROST-16-EN-3-OL [MI](3R,5S,8R,9S,10S,13R,14S)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta(a)phenanthren-3-olRefChem:558050DTXCID7033365
Database identifiers
- CAS
1153-51-1、12041-97-3、7148-51-8- PubChem CID
- 101989
- DTXSID
DTXSID2075394- ChEMBL
CHEMBL142348- ChEBI
CHEBI:40933- UNII
- 48K9VAM062
- EC Number
- 214-573-1、234-925-8
- Nikkaji
- J109.628A
Properties
Computed structural properties
- XLogP
- 5.3
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 427
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LipidsLipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C19 steroids (androgens) and derivatives [ST0202]
Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point142.75 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 140 · 140-141 °C(lit.)
- Boiling point
- 374.1 · 374.1±42.0 °C(Predicted)
- Density
- 1.037 · 1.037±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- solubility
- 20 mg/ml,DMSO: · DMF: 20 mg/ml,DMSO: 10 mg/ml,Ethanol: 30 mg/ml
- form
- A crystalline solid
- pka
- 14.84 · 14.84±0.60(Predicted)
- Odor
- 100 % · at 100.00 %. animal musk natural
- Odor Type
- musk
- biological source
- synthetic (organic)
- Merck
- 13 · 13,644
- InChI
- 1S/C19H30O/c1-18-9-3-4-16(18)15-6-5-13-12-14(20)7-11-19(13,2)17(15)8-10-18/h3,9,13-17,20H,4-8,10-12H2,1-2H3/t13-,14+,15-,16-,17-,18-,19-/m0/s1
- InChIKey
- KRVXMNNRSSQZJP-PHFHYRSDSA-N
- SMILES
- C[C@]12CC[C@H]3[C@@H](CC[C@H]4C[C@H](O)CC[C@]34C)[C@@H]1CC=C2
- LogP
- 6.03 · 6.030 (est)
- CAS DataBase Reference
- 1153 · 1153-51-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 48 K9VAM062 · 48K9VAM062
- EPA Substance Registry System
- -16 · Androst-16-en-3-ol, (3.alpha.,5.alpha.)- (1153-51-1)
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- Storage Class
- 11 · 11 - Combustible Solids
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (89 of 89) of all reports.
Not Classified
Aggregated GHS information provided per 89 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory InformationPMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Other Safety InformationIMAP assessments - Androst-16-en-3-ol, (3.alpha.,5.alpha.)-: Environment tier I assessment
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
Cellular LocationsExtracellular
Uses & manufacturing
General Manufacturing InformationAndrost-16-en-3-ol, (3.alpha.,5.alpha.)-: INACTIVE
Applications
Uses5ALPHA-ANDROST-16-EN-3ALPHA-OL is an alcohol derivative and can be used as a pharmaceutical intermediate.
Uses5-α-androst-16-en-3-α-ol (androstenol) is an androgen believed to act as a pheromone. Androstenol has been used in a study to develop a combined gas chromatography/thermal conversion/isotope ratio mass spectrometry (GC/TC/IRMS) method for D/H ratio determination of endogenous urinary steroids.
Suppliers47 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
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杭州品高化工有限公司0571-87658025 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
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Aladdin Scientific[email protected]
Syntechem Co.,Ltd[email protected]
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四川省维克奇生物科技有限公司18108052721 17743264324 · [email protected]
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TargetMol中国（陶术生物）4008200310 15002144251 · [email protected]
广东元丰化学试剂有限公司0751-2829979 13318584237 · [email protected]
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HANGZHOU LEAP CHEM CO., LTD.+86-571-87711850 +8619957148339 · [email protected]
兰州至纯化学有限公司0931-6800701 18893111699 · [email protected]
AFINE CHEMICALS LIMITED+86-571-85134551 +86-18958018566 · [email protected]
深圳利斯康医药科技有限公司+86-0755-89396905 +86-18025329037 · [email protected]
广州奥司汀生物技术有限公司15918640830 13268843209 · [email protected]
Shaanxi Dideu Medichem Co. Ltd+86-17392712779 · [email protected]
Additional notes
DefinitionChEBI: 5alpha-androst-16-en-3alpha-ol is a 3alpha-sterol. It has a role as a pheromone. It derives from a hydride of a 5alpha-androst-16-ene.
Related reactions
3 records
Compound notes
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