Cholest-4-en-3-one

C₂₇H₄₄OCAS 601-57-0384.65 g/mol

Open in Covalent MOL file

Alkene Ketone

Properties

Molecular formula: C₂₇H₄₄O
Molar mass: 384.65 g/mol
Exact mass: 384.3392 Da
Melting point: 80 °C
logP: 7.60Crippen estimate
Polar surface area: 17.1 Å²
H-bond donors / acceptors: 0 / 1
Rotatable bonds: 5
Stereocentres: R, R, S, S, R, S, Rin SMILES atom order

Hazards

H413 May cause long lasting harmful effects to aquatic life95% of notifiers

Aggregated from 40 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P273, P501

Identifiers

CAS number

601-57-0

SMILES

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

InChIKey

NYOXRYYXRWJDKP-GYKMGIIDSA-N

InChI

InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h17-19,22-25H,6-16H2,1-5H3/t19-,22+,23-,24+,25+,26+,27-/m1/s1

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 5.85 (s, 1H), 2.51 (t, J = 7.0 Hz, 2H), 2.04 (t, J = 7.0 Hz, 2H), 1.99 (t, J = 7.0 Hz, 2H), 1.61 (q, J = 7.0 Hz, 2H), 1.55 (m, J = 7.0 Hz, 1H), 1.55 (m, J = 7.0 Hz, 1H), 1.53 (m, J = 7.0 Hz, 1H), 1.51 (m, J = 7.0 Hz, 1H), 1.51 (m, J = 7.0 Hz, 2H), 1.51 (m, J = 7.0 Hz, 2H), 1.51 (m, J = 7.0 Hz, 1H), 1.43 (m, J = 7.0 Hz, 1H), 1.43 (m, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 1.27 (m, J = 7.0 Hz, 2H), 0.96 (s, 3H), 0.86 (d, J = 7.0 Hz, 6H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (s, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 201.6, 162.9, 111.5, 61.8, 61.8, 59.9, 57.8, 51.7, 51.3, 39.7, 38.9, 36.1, 36.0, 35.9, 29.7, 28.8, 28.8, 28.5, 28.4, 27.9, 25.3, 22.5, 22.3, 22.3, 20.3, 18.5.

[M + H]+

[M + H]+ Calcd for C27H45O 385.3465

[M + Na]+

[M + Na]+ Calcd for C27H44NaO 407.3284

[M − H]−

[M − H]− Calcd for C27H43O 383.3319

Elemental analysis

Anal. Calcd for C27H44O: C, 84.31; H, 11.53.