(16Alpha)-21-(Acetyloxy)-16,17-dihydroxypregna-1,4,9(11)-triene-3,20-dione

C₂₃H₂₈O₆CAS 77017-20-0400.47 g/mol

Open in Covalent MOL file

Alcohol Alkene Ester Ketone

Properties

Molecular formula: C₂₃H₂₈O₆
Molar mass: 400.47 g/mol
Exact mass: 400.1886 Da
Melting point: 213–215 °C
logP: 2.05Crippen estimate
Polar surface area: 100.9 Å²
H-bond donors / acceptors: 2 / 6
Rotatable bonds: 3
Stereocentres: S, R, S, S, S, Sin SMILES atom order

Hazards

Warning

H315 Causes skin irritation100% of notifiers
H319 Causes serious eye irritation100% of notifiers
H335 May cause respiratory irritation100% of notifiers
H361 Suspected of damaging fertility or the unborn child100% of notifiers
H411 Toxic to aquatic life with long lasting effects100% of notifiers

Aggregated from 4 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, P501

Identifiers

CAS number

77017-20-0

SMILES

CC(=O)OCC(=O)[C@@]1(O)[C@H](O)C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@@]21C

InChIKey

LUROGHOZLOFASD-ZPDKUKPCSA-N

InChI

InChI=1S/C23H28O6/c1-13(24)29-12-20(27)23(28)19(26)11-18-16-5-4-14-10-15(25)6-8-21(14,2)17(16)7-9-22(18,23)3/h6-8,10,16,18-19,26,28H,4-5,9,11-12H2,1-3H3/t16-,18+,19-,21+,22+,23+/m1/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), 5.44 (t, J = 6.8 Hz, 1H), 5.02 (s, 2H), 4.54 (t, J = 7.0 Hz, 1H), 2.09 (t, J = 7.0 Hz, 2H), 2.05 (s, 3H), 2.00 (br s, 1H), 2.00 (br s, 1H), 1.99 (q, J = 7.0 Hz, 1H), 1.99 (d, J = 6.8 Hz, 2H), 1.87 (t, J = 7.0 Hz, 2H), 1.79 (q, J = 7.0 Hz, 2H), 1.61 (q, J = 7.0 Hz, 1H), 1.16 (s, 3H), 0.86 (s, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 208.7, 191.7, 171.4, 162.9, 153.9, 150.5, 118.8, 112.7, 111.5, 110.0, 76.4, 72.8, 56.1, 54.6, 50.8, 43.7, 35.1, 34.8, 24.9, 24.1, 21.0, 20.3, 14.1.

[M + H]+

[M + H]+ Calcd for C23H29O6 401.1959

[M + Na]+

[M + Na]+ Calcd for C23H28NaO6 423.1778

[M − H]−

[M − H]− Calcd for C23H27O6 399.1813

Elemental analysis

Anal. Calcd for C23H28O6: C, 68.98; H, 7.05.