21-(Acetyloxy)pregna-1,4,9(11),16-tetraene-3,20-dione

C₂₃H₂₆O₄CAS 37413-91-5366.46 g/mol

Open in Covalent MOL file

Alkene Ester Ketone

Properties

Molecular formula: C₂₃H₂₆O₄
Molar mass: 366.46 g/mol
Exact mass: 366.1831 Da
Melting point: 172–174 °C
logP: 3.88Crippen estimate
Polar surface area: 60.4 Å²
H-bond donors / acceptors: 0 / 4
Rotatable bonds: 3
Stereocentres: S, S, S, Sin SMILES atom order

Hazards

Warning

H315 Causes skin irritation16.7% of notifiers
H361 Suspected of damaging fertility or the unborn child16.7% of notifiers

Aggregated from 12 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P264, P280, P302+P352, P318, P321, P332+P317, P362+P364, P405, P501

Identifiers

CAS number

37413-91-5

SMILES

CC(=O)OCC(=O)C1=CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@]12C

InChIKey

UFEOMHFPJREVTP-PTRHGPIFSA-N

InChI

InChI=1S/C23H26O4/c1-14(24)27-13-21(26)20-7-6-18-17-5-4-15-12-16(25)8-10-22(15,2)19(17)9-11-23(18,20)3/h7-10,12,17-18H,4-6,11,13H2,1-3H3/t17-,18-,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 6.78 (t, J = 6.8 Hz, 1H), 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), 2.30 (t, J = 6.9 Hz, 2H), 2.09 (t, J = 7.0 Hz, 2H), 2.09 (d, J = 6.8 Hz, 2H), 2.05 (s, 3H), 1.99 (m, J = 7.0 Hz, 1H), 1.92 (m, J = 7.0 Hz, 1H), 1.79 (q, J = 7.0 Hz, 2H), 1.16 (s, 3H), 0.96 (s, 3H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 200.2, 191.7, 171.4, 162.9, 153.9, 150.5, 148.6, 133.0, 118.8, 112.7, 111.5, 77.7, 57.1, 56.7, 52.3, 43.7, 36.3, 36.1, 24.9, 24.1, 23.1, 21.0, 20.3.

[M + H]+

[M + H]+ Calcd for C23H27O4 367.1904

[M + Na]+

[M + Na]+ Calcd for C23H26NaO4 389.1723

[M − H]−

[M − H]− Calcd for C23H25O4 365.1758

Elemental analysis

Anal. Calcd for C23H26O4: C, 75.38; H, 7.15.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

7 names

Pregna-1,4,9(11),16-tetraene-3,20-dione, 21-(acetyloxy)-
Pregna-1,4,9(11),16-tetraene-3,20-dione, 21-hydroxy-, acetate
21-Acetoxypregna-1,4,9(11),16-tetraene-3,20-dione
21-Hydroxy-1,4,9(11)-tetraene 21-acetate
2-((10S,13S,14S)-10,13-Dimethyl-3-oxo-6,7,8,10,12,13,14,15-octahydro-3H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate
3,20-Dioxopregna-1,4,9(11),16-tetraen-21-yl acetate
21-Hydroxypregna-1,4,9(11),16-tetraene-3,20-dione 21-acetate

Work with 21-(Acetyloxy)pregna-1,4,9(11),16-tetraene-3,20-dione

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

(16Alpha)-21-(Acetyloxy)-16,17-dihydroxypregna-1,4,9(11)-triene-3,20-dione77017-20-059 % similar Prednisone acetate125-10-035 % similar Prednisolone acetate52-21-135 % similar Isoflupredone acetate338-98-734 % similar 16alpha-Hydroxyprednisonlone acetate86401-80-134 % similar 17β-Acetoxyandrosta-1,4-dien-3-one2363-59-934 % similar Dexamethasone acetate1177-87-334 % similar Triamcinolone diacetate67-78-734 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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