16alpha-Hydroxyprednisonlone acetate

C₂₃H₃₀O₇CAS 86401-80-1418.49 g/mol

Open in Covalent MOL file

Alcohol Alkene Ester Ketone

Properties

Molecular formula: C₂₃H₃₀O₇
Molar mass: 418.49 g/mol
Exact mass: 418.1992 Da
logP: 1.10Crippen estimate
Polar surface area: 121.1 Å²
H-bond donors / acceptors: 3 / 7
Rotatable bonds: 3
Stereocentres: S, R, S, S, S, S, S, Rin SMILES atom order

Hazards

Warning

H361 Suspected of damaging fertility or 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

86401-80-1

SMILES

CC(=O)OCC(=O)[C@]1([C@@H](C[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)O)C)O)O

InChIKey

AAMGSJIEPUHTOK-GIMXSRRZSA-N

InChI

InChI=1S/C23H30O7/c1-12(24)30-11-19(28)23(29)18(27)9-16-15-5-4-13-8-14(25)6-7-21(13,2)20(15)17(26)10-22(16,23)3/h6-8,15-18,20,26-27,29H,4-5,9-11H2,1-3H3/t15-,16-,17-,18+,20+,21-,22-,23-/m0/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 6.68 (d, J = 10.0 Hz, 1H), 6.03 (d, J = 10.0 Hz, 1H), 5.81 (s, 1H), 5.02 (s, 2H), 4.54 (t, J = 7.0 Hz, 1H), 3.90 (q, J = 7.0 Hz, 1H), 2.05 (s, 3H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 1.99 (t, J = 7.0 Hz, 1H), 1.99 (t, J = 7.0 Hz, 2H), 1.87 (t, J = 7.0 Hz, 2H), 1.79 (d, J = 7.0 Hz, 2H), 1.61 (q, J = 7.0 Hz, 2H), 1.51 (m, J = 7.0 Hz, 1H), 1.43 (m, J = 7.0 Hz, 1H), 1.06 (s, 3H), 0.86 (s, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 208.7, 191.7, 171.4, 162.9, 150.5, 118.8, 111.5, 109.2, 76.4, 72.8, 71.4, 64.9, 58.3, 56.8, 49.9, 49.8, 44.4, 34.3, 27.9, 23.0, 22.8, 20.3, 13.9.

[M + H]+

[M + H]+ Calcd for C23H31O7 419.2064

[M + Na]+

[M + Na]+ Calcd for C23H30NaO7 441.1884

[M − H]−

[M − H]− Calcd for C23H29O7 417.1919

Elemental analysis

Anal. Calcd for C23H30O7: C, 66.01; H, 7.23.