7-Ketolithocholic acid

C₂₄H₃₈O₄CAS 4651-67-6390.56 g/mol

Open in Covalent MOL file

Alcohol Carboxylic acid Ketone

Properties

Molecular formula: C₂₄H₃₈O₄
Molar mass: 390.56 g/mol
Exact mass: 390.2770 Da
Melting point: 202–203 °C
logP: 4.69Crippen estimate
Polar surface area: 74.6 Å²
H-bond donors / acceptors: 2 / 3
Rotatable bonds: 4
Stereocentres: R, R, S, R, S, R, S, S, Rin SMILES atom order

Hazards

Warning

H302 Harmful if swallowed18.2% of notifiers
H315 Causes skin irritation54.5% of notifiers
H319 Causes serious eye irritation54.5% of notifiers

Aggregated from 11 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P501

Identifiers

CAS number

4651-67-6

SMILES

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

InChIKey

DXOCDBGWDZAYRQ-AURDAFMXSA-N

InChI

InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-19,22,25H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,22+,23+,24-/m1/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 3.90 (quint, J = 7.0 Hz, 1H), 2.46 (t, J = 7.0 Hz, 1H), 2.38 (t, J = 7.0 Hz, 2H), 2.33 (d, J = 7.0 Hz, 2H), 2.00 (br s, 1H), 1.86 (m, J = 7.0 Hz, 1H), 1.79 (m, J = 7.0 Hz, 2H), 1.79 (q, J = 7.0 Hz, 2H), 1.71 (q, J = 7.0 Hz, 1H), 1.63 (q, J = 7.0 Hz, 1H), 1.57 (m, J = 7.0 Hz, 2H), 1.55 (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), 1.43 (t, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (s, 3H), 0.86 (s, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 214.1, 180.3, 66.9, 61.8, 60.9, 58.1, 57.8, 56.9, 55.1, 54.8, 46.0, 39.9, 38.9, 37.4, 32.9, 31.9, 30.4, 28.9, 28.8, 28.8, 27.8, 20.0, 20.0, 18.2.

[M + H]+

[M + H]+ Calcd for C24H39O4 391.2843

[M + Na]+

[M + Na]+ Calcd for C24H38NaO4 413.2662

[M − H]−

[M − H]− Calcd for C24H37O4 389.2697

Elemental analysis

Anal. Calcd for C24H38O4: C, 73.81; H, 9.81.