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D4202

Sigma-Aldrich

16-Dehydroprogesterone

97%

Synonym(s):

4,16-Pregnadiene-3,20-dione

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About This Item

Empirical Formula (Hill Notation):
C21H28O2
CAS Number:
1096-38-4
Molecular Weight:
312.45
EC Number:
214-142-8
MDL number:
MFCD00003651
UNSPSC Code:
12352115
PubChem Substance ID:
24893845

Assay

97%

form

powder

mp

185-187 °C (lit.)

SMILES string

[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])CC[C@]4(C)C(=CC[C@@]24[H])C(C)=O

InChI

1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h6,12,16,18-19H,4-5,7-11H2,1-3H3/t16-,18-,19-,20-,21+/m0/s1

InChI key

VRRHHTISESGZFN-RKFFNLMFSA-N

Gene Information

human ... CYP17A1(1586)

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Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H351

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ismael Samudio et al.
Molecular cancer therapeutics, 4(12), 1982-1992 (2005-12-24)
In this study, the antileukemic effects of three isomeric pregnadienedione steroids [i.e., cis-guggulsterone, trans-guggulsterone, and 16-dehydroprogesterone] were investigated in HL60 and U937 cells as well as in primary leukemic blasts in culture. Our results show that all three compounds inhibited
T L Glass et al.
Journal of steroid biochemistry, 21(1), 65-72 (1984-07-01)
Eubacterium sp. 144 biotransformed 16-dehydroprogesterone by initially hydrating approx 50% to 16 alpha-hydroxyprogesterone. The detection of this reaction was dependent, in part, on the solubility state of 16-dehydroprogesterone and was less extensive when the concentration of methanol was insufficient to
T L Glass et al.
Applied and environmental microbiology, 49(5), 1146-1153 (1985-05-01)
Suspensions of Eubacterium sp. strain 144, prepared from cells grown with 16-dehydroprogesterone, catalyzed the reduction of this steroid to 17-isoprogesterone at a very low rate. Modifications of the assay to optimize the pH (5.5) and increase the steroid solubility (10%
Comparison of the cardiotonic response of ouabain, androstan-3-one, 16-dehydroprogesterone, and conjugated estrogens.
A Woods et al.
Proceedings of the Western Pharmacology Society, 34, 113-115 (1991-01-01)
A E Schindler et al.
Biology of the neonate, 27(3-4), 192-207 (1975-01-01)
Four different methods of isolation and purification were utilized to study steroids in urine of male newborns which was collected during the first 5 days of life. These methods included celite column, ion exchange column and thin-layer chromatography, solvolysis and
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