(17α)-17-hydroxy-3-oxoandrost-4-ene-17-carbonitrile (CED0070732)

Record Information

Version

1.0

Creation Date

2016-06-03 10:39:51 UTC

Update Date

2026-03-26 21:59:41 UTC

Accession Number

CHEM043173

Identification

Common Name

(17α)-17-hydroxy-3-oxoandrost-4-ene-17-carbonitrile

Class

Small Molecule

Description

(17α)-17-hydroxy-3-oxoandrost-4-ene-17-carbonitrile belongs to the androstane steroids, a subclass of steroids and steroid derivatives within the organic compounds. This compound has the chemical formula C20H27NO2 and an average molecular weight of 313.44 g/mol. It is categorized under the superclass of lipids and lipid-like molecules. The substance has been found in or released from one recorded source: drinking water and water supply (drinking water). The recorded exposure route for this compound is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₀H₂₇NO₂

Average Molecular Mass

313.441 g/mol

Monoisotopic Mass

313.204 g/mol

CAS Registry Number

77881-13-1

IUPAC Name

14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-14-carbonitrile

Traditional Name

14-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-14-carbonitrile

SMILES

CC12CCC3C(CCC4=CC(=O)CCC34C)C1CCC2(O)C#N

InChI Identifier

InChI=1S/C20H27NO2/c1-18-8-5-14(22)11-13(18)3-4-15-16(18)6-9-19(2)17(15)7-10-20(19,23)12-21/h11,15-17,23H,3-10H2,1-2H3

InChI Key

JYCSLUASXDFIEL-UHFFFAOYSA-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-oxo-delta-4-steroid
3-oxosteroid
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
Delta-4-steroid
Cyclohexenone
Cyclic alcohol
Tertiary alcohol
Alpha-hydroxynitrile
Cyanohydrin
Cyclic ketone
Ketone
Nitrile
Carbonitrile
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Alcohol
Organic oxygen compound
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.029 g/L	ALOGPS
logP	2.58	ALOGPS
logP	3.13	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	11.87	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	61.09 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	89.53 m³·mol⁻¹	ChemAxon
Polarizability	35.67 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0159000000-42604fe439f070fdeb52	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01p2-0191000000-059f16874dd5f1ecc0af	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uk9-5890000000-ec6f3f78b6de6f511ca2	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0009000000-28909398ef6f7dd88f1a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03di-0029000000-a3ea2dab75a9a330cbd4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fr7-4090000000-7a1c5abfcc059b32c567	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2600.0	Log mg/kg	[1500:4600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
115	Drinking water	Drinking water & water supply	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	0.467095
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	0.233548
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	0.700643
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	0.0778492
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	0.389246
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	3.81461
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	3.50322
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	2.02408
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	6.07224
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	4.67095
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	0.778492
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	10.6653
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P18405	Humans	Predicted (SEA)	2.25763
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	79.0948
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	3.58106
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 2	P31213	Humans	Predicted (SEA)	2.95827
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	157.022
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	200.617
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	16.1926
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	1.24559
Click to view 3D structure	Solute carrier organic anion transporter family member 1A1	P46720	Rattus norvegicus	Predicted (SEA)	1.86838
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 3	O35627	Mus musculus	Predicted (SEA)	0.233548
Click to view 3D structure	Cytochrome P450 2C8	P10632	Humans	Predicted (SEA)	37.9904
Click to view 3D structure	Sodium-dependent dopamine transporter	Q01959	Humans	Predicted (SEA)	78.1606
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	178.041