Bovine Metabolome Database: Showing metabocard for Androstenol (BMDB0005935)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:19:20 UTC

Update Date

2020-04-22 15:16:34 UTC

BMDB ID

BMDB0005935

Secondary Accession Numbers

BMDB05935

Metabolite Identification

Common Name

Androstenol

Description

Androstenol belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, androstenol is considered to be a steroid. Based on a literature review a significant number of articles have been published on Androstenol.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(3alpha,5alpha)-Androst-16-en-3-ol	ChEBI
3alpha-Hydroxyandrost-16-ene	ChEBI
Androst-16-en-3alpha-ol	ChEBI
(3a,5a)-Androst-16-en-3-ol	Generator
(3Α,5α)-androst-16-en-3-ol	Generator
3a-Hydroxyandrost-16-ene	Generator
3Α-hydroxyandrost-16-ene	Generator
Androst-16-en-3a-ol	Generator
Androst-16-en-3α-ol	Generator
16,17-Androstene-3-ol	HMDB
3a-Hydroxy-5a-androst-16-ene	HMDB
3a-Hydroxyandrostene	HMDB
5a-Androst-16-en-3a-ol	HMDB
5alpha-Androst-16-en-3alpha-ol	HMDB
Androst-16-en-3-ol	HMDB
5 alpha-Androst-16-en-3 alpha-ol	HMDB
Androst-16-en-3 alpha-ol	HMDB
a-Androstenol	HMDB
Α-androstenol	HMDB
Androstenol	ChEBI

Chemical Formula

C₁₉H₃₀O

Average Molecular Weight

274.4409

Monoisotopic Molecular Weight

274.229665582

IUPAC Name

(1S,2S,5R,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-5-ol

Traditional Name

(1S,2S,5R,7S,10R,11S,15R)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-13-en-5-ol

CAS Registry Number

1153-51-1

SMILES

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

InChI Identifier

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

InChI Key

KRVXMNNRSSQZJP-PHFHYRSDSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-alpha-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3alpha-sterol (CHEBI:40933 )
C19 steroids (androgens) and derivatives (LMST02020008 )

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	142.75 °C	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	5.13	ALOGPS
logP	4.07	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	18.3	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.23 m³·mol⁻¹	ChemAxon
Polarizability	33.67 Å³	ChemAxon
Number of Rings	4	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	splash10-05mk-1190000000-2998cb0396687c8b9897	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0159-4249000000-8c4afa438fe5fff4e717	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a6r-0090000000-1be7cd81baa4d84a3789	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-1390000000-ed025605b018708efcde	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00mk-4590000000-855def90dad1c5c1e951	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0090000000-1541ebdd0dbc2495323f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0090000000-0ac5caa5bbe92d84a24d	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-1190000000-cff2612a42b766eff16e	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0090000000-312b5e8b6401fa650e17	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00mk-1930000000-e0db6359d078ed97578f	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-6900000000-f1d874e55c03f8da2828	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0090000000-c0274c5a0ec76c02edd6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0090000000-c0274c5a0ec76c02edd6	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-0090000000-b42c05dd2b34d249baba	View in MoNA