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7148-51-8 molecular structure
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(1S,2S,5R,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-13-en-5-ol

ChemBase ID: 1657
Molecular Formular: C19H30O
Molecular Mass: 274.4409
Monoisotopic Mass: 274.22966558
SMILES and InChIs

SMILES:
O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2)C)C
Canonical SMILES:
O[C@@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC=C2)C)C
InChI:
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

Cite this record

CBID:1657 http://www.chembase.cn/molecule-1657.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1S,2S,5R,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-13-en-5-ol
(1S,2S,5R,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-5-ol
IUPAC Traditional name
androstenol
Synonyms
5α-Androst-16-en-3α-ol
16,17-Androstene-3-Ol
16-(5α)Androsten-3α-ol
3α-Hydroxy-5α-androst-16-ene
16-(5α)雄甾烯-3α-醇
3α-羟基-5α-雄甾-16-烯
5α-雄甾-16-烯-3α-醇
CAS Number
7148-51-8
1153-51-1
EC Number
214-573-1
MDL Number
MFCD00051224
PubChem SID
46505452
24902057
160965114
24891288
PubChem CID
101989

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 18.296396  H Acceptors
H Donor LogD (pH = 5.5) 4.072646 
LogD (pH = 7.4) 4.072646  Log P 4.072646 
Molar Refractivity 84.2323 cm3 Polarizability 33.20933 Å3
Polar Surface Area 20.23 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P 5.13  LOG S -5.89 
Solubility (Water) 3.55e-04 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Melting Point
140-141 °C(lit.) expand Show data source
Optical Rotation
[α]20/D +19°, c = 1 in ethanol expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Drug Control
regulated under CDSA - not available from Sigma-Aldrich Canada expand Show data source
Allergens
no known allergens expand Show data source
Purity
≥98% expand Show data source
Empirical Formula (Hill Notation)
C19H30O expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Sigma Aldrich Sigma Aldrich
DrugBank - DB01889 external link
Drug information: experimental
Sigma Aldrich - A7883 external link
Biochem/physiol Actions
5alpha-androst-16-en-3alpha-ol (androstenol), is an androgen believed to act as a pheromone.
Application
5-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.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A7883.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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