17β-hydroxy-17-(3-hydroxypropyl)androst-4-ene-4-one (CED0173316)

Record Information

Version

1.0

Creation Date

2016-06-03 12:55:16 UTC

Update Date

2026-03-26 20:25:40 UTC

Accession Number

CHEM045190

Identification

Common Name

17β-hydroxy-17-(3-hydroxypropyl)androst-4-ene-4-one

Class

Small Molecule

Description

17β-hydroxy-17-(3-hydroxypropyl)androst-4-ene-4-one belongs to the androstane steroids, a subclass of steroids and steroid derivatives within the organic compounds. This compound has the chemical formula C22H34O3 and an average molecular weight of 346.51 g/mol. It has been identified in one recorded source, specifically drinking water and water supply. The recorded exposure route for this substance is oral.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₂₂H₃₄O₃

Average Molecular Mass

346.511 g/mol

Monoisotopic Mass

346.251 g/mol

CAS Registry Number

55542-27-3

IUPAC Name

(1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(3-hydroxypropyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

Traditional Name

(1S,2R,10R,11S,14R,15S)-14-hydroxy-14-(3-hydroxypropyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

SMILES

[H][C@@]12CC[C@@](O)(CCCO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C22H34O3/c1-20-10-6-16(24)14-15(20)4-5-17-18(20)7-11-21(2)19(17)8-12-22(21,25)9-3-13-23/h14,17-19,23,25H,3-13H2,1-2H3/t17-,18+,19+,20+,21+,22+/m1/s1

InChI Key

BBQBWWOTUMFPIE-GUCLMQHLSA-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
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
3-oxosteroid
3-oxo-delta-4-steroid
Delta-4-steroid
Cyclohexenone
Tertiary alcohol
Cyclic alcohol
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
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	0.023 g/L	ALOGPS
logP	3.17	ALOGPS
logP	3.18	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	14.35	ChemAxon
pKa (Strongest Basic)	-2.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	100.12 m³·mol⁻¹	ChemAxon
Polarizability	41.11 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	splash10-004j-0009000000-6b734f5c3a29eb321029	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01ta-3259000000-1e04ba8a1b0c933ec4ce	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-06r2-1592000000-2a291a39a1ef2d0416e3	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0009000000-666a3ba329a883864baf	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002b-0019000000-0792fdfd3bbb5135a5fe	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002g-9088000000-363e039dee2f4f6a23a6	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
2647.0	Log mg/kg	[1500:4700]	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)	0.700643
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	0.311397
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	1.63483
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	0.233548
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)	5.13805
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	2.49118
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	6.30579
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	10.9767
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	0.856341
Click to view 3D structure	Steroid 17-alpha-hydroxylase/17,20 lyase	P05093	Humans	Predicted (SEA)	4.9045
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	13.3122
Click to view 3D structure	Solute carrier family 22 member 3	O88446	Rattus norvegicus	Predicted (SEA)	0.778492
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P18405	Humans	Predicted (SEA)	2.72472
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 2	P31213	Humans	Predicted (SEA)	3.26967
Click to view 3D structure	Estrogen receptor beta	Q92731	Humans	Predicted (SEA)	20.2408
Click to view 3D structure	Solute carrier organic anion transporter family member 1A1	P46720	Rattus norvegicus	Predicted (SEA)	1.79053
Click to view 3D structure	Bile salt export pump	O95342	Humans	Predicted (SEA)	7.55137
Click to view 3D structure	Nuclear receptor subfamily 1 group I member 3	O35627	Mus musculus	Predicted (SEA)	0.311397
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	29.3492
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	358.963
Click to view 3D structure	Sodium-dependent serotonin transporter	P31645	Humans	Predicted (SEA)	172.202
Click to view 3D structure	Glucocorticoid receptor	P06537	Mus musculus	Predicted (SEA)	2.80257
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	492.863
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	243.59