Dehydropregnenolone acetate

HCID 92855

Notes Reactions

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Basic information

CAS: 979-02-2
Standard SMILES: CC(=O)O[C@H]1CC[C@@]2(C)C(=CC[C@@H]3[C@@H]2CC[C@]2(C)C(C(C)=O)=CC[C@@H]32)C1
InChIKey: MZWRIOUCMXPLKV-RFOVXIPZSA-N
Molecular formula: C23H32O3
Average molar mass: 356.5 g/mol
Monoisotopic mass: 356.23514488

Overview

16-Dehydropregnenolone acetate is a steroid ester.

Names & identifiers

Preferred name: Dehydropregnenolone acetate
IUPAC: [(3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
English name: 16-Dehydropregnenolone acetate
Molecular formula: C23H32O3
Molecular weight: 356.5

Names & synonyms

16-Dehydropregnenolone acetate979-02-2Dehydropregnenolone acetate16,17-Didehydropregnenolone acetatePregnadienolone AcetateDTXSID8057857832VMW7ZGCNSC-37741[(3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetatePregna-5,16-dien-20-one, 3-(acetyloxy)-, (3beta)-DTXCID9031646((3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta(a)phenanthren-3-yl) acetate

Show more names

DPA3b-Acetoxy-5,16-pregnadien-20-one5,16-Pregnadien-3b-ol-20-one acetate(3S,8R,9S,10R,13S,14S)-17-acetyl-10,13-diMethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate16-Denyprasterone ac20-Oxopregna-5,16-dieAbiraterone Impurity 64dehydropregnenoloneacetate16-denybroregenoioneacetate

RefChem:585662213-558-73beta-Acetoxypregna-5,16-dien-20-one20-Oxopregna-5,16-dien-3beta-yl acetateMFCD00051130NSC 3774116-DPA3beta-Acetoxy-5,16-pregnadien-20-one

Database identifiers

CAS: 979-02-2
PubChem CID: 92855
DTXSID: DTXSID8057857
ChEMBL: CHEMBL1761683
ChEBI: CHEBI:34163
UNII: 832VMW7ZGC
EC Number: 213-558-7
Nikkaji: J22.711K

Properties

Computed structural properties

XLogP: 4.5
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 26
Formal charge: 0
Complexity: 702

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point: 170 · 170-178°C
Boiling point: 464.4 · 464.4±45.0 °C(Predicted)
Density: 1.11 · 1.11±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
color: White to Pale Beige
InChI: InChI=1/C23H32O3/c1-14(24)19-7-8-20-18-6-5-16-13-17(26-15(2)25)9-11-22(16,3)21(18)10-12-23(19,20)4/h5,7,17-18,20-21H,6,8-13H2,1-4H3/t17-,18-,20-,21-,22-,23+/s3
InChIKey: MZWRIOUCMXPLKV-RFOVXIPZSA-N
SMILES: [C@]12(C)CC[C@]3([H])[C@@]4(C)CC[C@H](OC(=O)C)CC4=CC[C@@]3([H])[C@]1([H])CC=C2C(=O)C |&1:0,4,6,10,19,21,r|
CAS DataBase Reference: 979 · 979-02-2(CAS DataBase Reference)
FDA UNII: 832 VMW7ZGC · 832VMW7ZGC
Symbol(GHS): 8 · GHS08
Signal word: Warning
Hazard statements: 373 · H373
Precautionary statements: 260 · P260-P314-P501
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 2 · 2
RTECS: 4156200 · TU4156200
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 66.7% (4 of 6) of all reports.

Danger

H360 (16.7%): May damage fertility or the unborn child [Danger Reproductive toxicity]

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

Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationREACH registered substance: 20-oxopregna-5,16-dien-3-β-yl acetate (EC: 213-558-7)

Hazard Classes and CategoriesRepr. 1A (16.7%)

Safety data

wgk: 2
rtecs: TU4156200
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS08
hazard_code: Xi
safety_code: 26-37/39
Hazard statements: H373
REACH Registrations: Active
Precautionary statements: P260-P314-P501

Chemistry & industry

Applications

Uses16-Dehydropregnenolone Acetate is the dehydration product of Pregnenolone Acetate (). 16-Dehydropregnenolone Acetate is used in the preparation of pregnane derivatives and its glycosides as potential anticancer agents.

Upstream & downstream products

Upstream raw materials

Downstream products

16-Methylepihydrocortisone ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate 3-Acetyloxy-17-hydroxy-16-methylpregn-5-en-20-one Pregnenolone acetate 3beta,17-dihydroxy-16alpha-methylpregn-5-en-20-one 5-Chloro-3,6-dihydroxy-5-androstan-17-one 3-acetate 16-methyl-20-oxopregna-5,16-dien-3-beta-yl acetate 16beta-Methyl-16alpha,17alpha-epoxypregnenolone 17-Methyltestosterone Progesterone Di-(2-Ethylhexyl)4,5-Epoxytetrahydrophthalate CORTISONE

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

Shanghai Biolang Biotechnology Co., Ltd.+86-15970428662 +86-13397199602 · [email protected]

艾吉析科技（上海）有限公司17717235263 · [email protected]

湖北成丰化工有限公司13125175253 · [email protected]

湖北金梭生物科技有限公司00123456789 · [email protected]

Additional notes

DefinitionChEBI: 16-Dehydropregnenolone acetate is a steroid ester.

Related reactions

1 records

New reaction record

HRID 1578028As productuspto-grants-1981_09

Compound notes

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