7α-Hydroxy-DHEA

C₁₉H₂₈O₃CAS 53-00-9304.43 g/mol

Open in Covalent MOL file

Alcohol Alkene Ketone

Properties

Molecular formula: C₁₉H₂₈O₃
Molar mass: 304.43 g/mol
Exact mass: 304.2038 Da
Melting point: 181.5–183.5 °C
logP: 2.85Crippen estimate
Polar surface area: 57.5 Å²
H-bond donors / acceptors: 2 / 3
Rotatable bonds: 0
Stereocentres: R, S, S, R, S, S, Sin SMILES atom order

Hazards

Danger

H351 Suspected of causing cancer100% of notifiers
H360FD May damage fertility; May damage the unborn child100% of notifiers

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

Precautionary statements

P203, P280, P318, P405, P501

Identifiers

CAS number

53-00-9

SMILES

C[C@]12CC[C@H](O)CC1=C[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12

InChIKey

OLPSAOWBSPXZEA-JIEICEMKSA-N

InChI

InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15+,17-,18-,19-/m0/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 5.39 (d, J = 6.8 Hz, 1H), 4.46 (t, J = 6.9 Hz, 1H), 4.08 (quint, J = 7.0 Hz, 1H), 2.35 (d, J = 7.0 Hz, 2H), 2.16 (t, J = 7.0 Hz, 2H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (m, J = 7.0 Hz, 2H), 2.00 (m, J = 7.0 Hz, 1H), 1.97 (m, J = 7.0 Hz, 1H), 1.89 (q, J = 7.0 Hz, 2H), 1.63 (t, J = 7.0 Hz, 2H), 1.61 (t, J = 7.0 Hz, 2H), 1.61 (q, J = 7.0 Hz, 1H), 1.43 (q, J = 7.0 Hz, 2H), 1.06 (s, 3H), 0.96 (s, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 223.6, 149.8, 111.9, 70.3, 64.3, 63.9, 60.3, 57.9, 54.4, 53.3, 35.3, 34.4, 33.9, 31.3, 30.9, 29.7, 27.3, 22.8, 16.4.

[M + H]+

[M + H]+ Calcd for C19H29O3 305.2111

[M + Na]+

[M + Na]+ Calcd for C19H28NaO3 327.1931

[M − H]−

[M − H]− Calcd for C19H27O3 303.1966

Elemental analysis

Anal. Calcd for C19H28O3: C, 74.96; H, 9.27.