(17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) acetate

HCID 296383

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Basic information

CAS: 1169-20-6
Standard SMILES: CC(=O)OC1CCC2(C)C(CCC3C4CC=C(C(C)=O)C4(C)CCC32)C1
InChIKey: YFMSIVMSEGIVCP-UHFFFAOYSA-N
Molecular formula: C23H34O3
Average molar mass: 358.5 g/mol

Names & identifiers

Preferred name: (17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) acetate
IUPAC: (17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) acetate
English name: 3-Acetyloxypregn-16-en-20-one
Molecular formula: C23H34O3
Molecular weight: 358.52

Names & synonyms

3-Acetyloxypregn-16-en-20-one51020-48-5(17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) acetateAllopregn-16-enolone acetate20-Oxopregn-16-en-3-yl acetate #SCHEMBL28050438YFMSIVMSEGIVCP-UHFFFAOYSA-NNSC166500NSC226099NSC401313NSC-166500NSC-226099

Show more names

3-hydroxy-16-pregnene-20-one-3-acetate-Acetyloxypregn-16-en-20-one3β-Hydroxypregn-16-en-20-one-3-acetate(3b,5b)-3-(Acetyloxy)pregn-16-en-20-one3β-hydroxypregna-16-en-20-one 3-acetate(3β,5α)-3-(Acetyloxy)-pregn-16-en-20-onePregn-16-en-20-one, 3-(acetyloxy)-, (3β,5α)-(3beta,5alpha)-20-oxopregn-16-en-3-yl acetate

NSC-4013135.beta.-Pregn-16-en-20-one, acetatePD118998D869203-hydroxy-16-pregnene-20-one-3-acetate;(17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl) acetate;(3b,5b)-3-(Acetyloxy)pregn-16-en-20-one;3-Acetyloxypregn-16-en-20-one

Database identifiers

CAS: 1169-20-6、2601-07-2、51020-48-5
PubChem CID: 296383

Properties

Computed structural properties

XLogP: 5.3
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: 650

Physicochemical properties

Melting point: 166 · 166-168 °C
Boiling point: 454.705 · 454.705±45.00 °C(Press: 760.00 Torr)(predicted)
Density: 1.093 · 1.093±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

Chemistry & industry

Applications · 1 item

Uses(3β,5α)-3-(Acetyloxy)-pregn-16-en-20-one is a Tigogenin derivative used in the synthesis of polyhydroxy steroids; Also, it is an intermediate used in the synthesis of Allopregnenolone (A547105), which acts as a GABAA receptor positive allosteric modulator. It is a metabolite of Progesterone (P755900). s It is also a neuroactive steroid present in the blood and also the brain.