CAS 897-06-3 Androsta-1,4-diene-3,17-dione (HCID 13472)

Overview

Androsta-1,4-diene-3,17-dione is a steroid that consists of androstane having double bonds at positions 1 and 4 and two keto groups at positions 3 and 17. It is a 17-oxo steroid, a 3-oxo-Delta(1) steroid and a 3-oxo-Delta(4) steroid. It derives from a hydride of an androstane.

Names & identifiers

Preferred name: Androsta-1,4-diene-3,17-dione
IUPAC: (8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-dione
English name: Androsta-1,4-diene-3,17-dione
Molecular formula: C19H24O2
Molecular weight: 284.39

Names & synonyms

androsta-1,4-diene-3,17-dioneBoldione1,4-Androstadiene-3,17-dione897-06-31-DehydroandrostenedioneDTXSID00862463J38.935H(8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-3,17-dione2166Q8568WCHEBI:40799NSC-49080androst-1,4-diene-3,17-dione

Show more names

1,4-ANDROSTADIENEDIONE10,13-DIMETHYL-7,8,9,11,12,14,15,16-OCTAHYDRO-6H-CYCLOPENTA[A]PHENANTHRENE-3,17-DIONE10,13-DIMETHYL-7,8,9,10,11,12,13,14,15,16-DECAHYDRO-3H-CYCLOPENTA[A]PHENANTHRENE-3,17(6H)-DIONE(8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthrene-3,17(6H)-dioneANBNSC 49080

(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadeca-3,6-diene-5,14-dione(1S,2R,10R,11S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,6-diene-5,14-dione(8R,9S,10R,13S,14S)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta(a)phenanthrene-3,17-dioneRefChem:569800DTXCID001773032212-977-2AndrostadienedioneANDROSTA-1,4-DIEN-3,17-DIONE

Database identifiers

CAS: 897-06-3
PubChem CID: 13472
DTXSID: DTXSID00862463
ChEMBL: CHEMBL1078534
ChEBI: CHEBI:40799
UNII: 2166Q8568W
EC Number: 212-977-2
Nikkaji: J38.935H

Properties

Computed structural properties

XLogP: 3
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 21
Formal charge: 0
Complexity: 584

Experimental & physicochemical properties

Drugs · 3 items

DEA Schedule III Controlled Substance -> Anabolic steroids

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

SpringerMaterials PropertiesChemical shift

Human DrugsPharmaceuticals

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionSolid

Collision Cross Section · 3 items

166.5 Å² [M+H]+ [CCS Type: TW]

160.21 Å² [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

168.4 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 138 · 138-139 °C(lit.)
Boiling point: 434.2 · 434.2±45.0 °C(Predicted)
Density: 1.14 · 1.14±0.1 g/cm3(Predicted)
vapor pressure: 0 Pa · 0Pa at 20℃
storage temp.: Refrigerator
solubility: 50 mg/ml; · DMF: 50 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 30 mg/ml; Ethanol: 5 mg/ml
form: A crystalline solid
Water Solubility: 430 mg/L · 430mg/L at 20℃
Major Application: pharmaceutical
InChI: 1S/C19H24O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-16H,3-6,8,10H2,1-2H3/t14-,15-,16-,18-,19-/m0/s1
InChIKey: LUJVUUWNAPIQQI-QAGGRKNESA-N
SMILES: [H][C@@]12CCC3=CC(=O)C=C[C@]3(C)[C@@]1([H])CC[C@]4(C)C(=O)CC[C@@]24[H]
LogP: 2.2 at · 2.2 at 25℃
CAS DataBase Reference: 897 · 897-06-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 2166 Q8568W · 2166Q8568W
UNSPSC Code: 41116107 · 41116107
NACRES: 24 · NA.24
Symbol(GHS): 8 · GHS08,GHS09
Signal word: Danger
Hazard statements: 411 · H411-H362-H351-H360
Precautionary statements: 201 · P201-P260-P263-P264-P270-P308+P313-P201-P202-P281-P308+P313-P405-P501
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 7988000 · BV7988000
HS Code: 29372900 · 29372900
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 2 Carc · Aquatic Chronic 2Carc. 2Lact.Repr. 1B
DEA Controlled Substances: 4000 CAS · CSCN: 4000CAS SCH: ⅢNARC: N
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (35%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P263, P264, P270, P273, P280, P301+P317, P318, P319, P330, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 20 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

DEA schedule III controlled substance

Status: Active Update: 15-03-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/19098

Hazard Classes and CategoriesAcute Tox. 4 (35%)

Safety data

wgk: 3
rtecs: BV7988000
hs_code: 29372900
risk_code: 20/21/22-36/37/38
Signal word: Danger
Symbol(GHS): GHS08,GHS09
hazard_code: Xn
safety_code: 26-36
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements: H411-H362-H351-H360
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 2Carc. 2Lact.Repr. 1B
Precautionary statements: P201-P260-P263-P264-P270-P308+P313-P201-P202-P281-P308+P313-P405-P501
DEA Controlled Substances: CSCN: 4000CAS SCH: ⅢNARC: N

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular

Uses & manufacturing

Use ClassificationPharmaceuticals

Applications · 2 items

DescriptionAndrosta-1,4-diene-3,17-dione (Item No. 24081) is an analytical reference standard categorized as an anabolic androgenic steroid. Androsta-1,4-diene-3,17-dione is a precursor in the synthesis of boldenone and has been used to enhance athletic performance. Androsta-1,4-diene-3,17-dione is regulated as a Schedule III compound in the United States. This product is intended for research and forensic applications.

UsesBoldenone related steroid; anabolic androgenic steroid