FComEx: Progesterone (PC000435)

Record Information

Version

1.0

Creation date

2015-10-09 22:30:41 UTC

Update date

2017-01-19 02:36:23 UTC

FoodComEx ID

PC000435

FoodDB Record

FDB001871

Chemical Information

Name

Progesterone

Description

Progestational hormone secreted by corpus luteum during menstrual cycleand is also found in the gonads and haemolymph of crustaceans, e.g. Artemia, Euphosia, Homarus, Pandalus and Penaeus spp (CCD).

CAS Number

57-83-0

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
(S)-4-Pregnene-3,20-dione	manual
(S)-Pregn-4-en-3,20-dione	manual
(S)-Progesterone	manual
17alpha-progesterone	manual
4-Pregnene-3,20-dione	manual
Agolutin	manual
Akrolutin	manual
Corlutin	manual
Glanducorpin	manual
Luteohormone	manual
Nalutron	manual
Progesterone	manual
Progestone	manual
Syngesterone	manual
Utrogestan	manual
Vitarrine	manual

Chemical Formula

C21H30O2

IUPAC name

(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

InChI Identifier

InChI=1S/C21H30O2/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/h12,16-19H,4-11H2,1-3H3/t16-,17+,18-,19-,20-,21+/m0/s1

InChI Key

RJKFOVLPORLFTN-LEKSSAKUSA-N

Isomeric SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C

Average Molecular Weight

314.4617

Monoisotopic Molecular Weight

314.224580204

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gluco/mineralocorticoids, progestogins and derivatives. These are steroids with a structure based on a hydroxylated prostane moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Pregnane steroids

Direct Parent

Gluco/mineralocorticoids, progestogins and derivatives

Alternative Parents

Substituents

Progestogin-skeleton
20-oxosteroid
Oxosteroid
3-oxosteroid
3-oxo-delta-4-steroid
Delta-4-steroid
Cyclohexenone
Cyclic ketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo Delta(4)-steroid (CHEBI:17026 )
20-oxo steroid (CHEBI:17026 )
C21-steroid hormone (CHEBI:17026 )
Pregnane and derivatives [Fig] (C00410 )
Progestagens (C00410 )
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives (LMST02030159 )

Physico-Chemical Properties - Experimental

Property	Value	Reference
Experimental logP	3.87	HANSCH,C ET AL. (1995)
Experimental Water Solubility	0.00881 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting Point	121 oC

Foods of Origin