Showing Compound Progesterone (FDB001871)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:09 UTC

Update date

2019-11-26 02:56:42 UTC

Primary ID

FDB001871

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Progesterone

Description

Progesterone, also known as gesterol or crinone, 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. Thus, progesterone is considered to be a steroid lipid molecule. Progesterone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Progesterone is a potentially toxic compound.

CAS Number

57-83-0

Structure

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

Synonyms

Show entries

Search:

Synonym	Source
(S)-4-Pregnene-3,20-dione	ChEBI
(S)-Pregn-4-en-3,20-dione	ChEBI
(S)-Progesterone	ChEBI
17a-Progesterone	Generator
17alpha-Progesterone	ChEBI
17alpha-progesterone	manual
17Α-progesterone	Generator
3,20-Pregnene-4	HMDB
4-Pregnen-3,20-dione	HMDB
4-Pregnene-3,20-dione	ChEBI

Showing 1 to 10 of 127 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.0055 g/L	ALOGPS
logP	3.58	ALOGPS
logP	4.15	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	18.92	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	92.71 m³·mol⁻¹	ChemAxon
Polarizability	37.26 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

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

Classification

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 )

Ontology

Ingestion

Source:

Synthetic:

Personal care product

Biological:

Animal

Plant:

Biological location:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

System process:

Reproduction

Cellular process:

Cell signaling

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	0
Density	Not Available
Experimental logP	3.87	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	0.00881 mg/mL at 25 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	121 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-006x-7931000000-f6ad83adccd7e016fa29	2014-09-20	View Spectrum
GC-MS	Progesterone, non-derivatized, GC-MS Spectrum	splash10-0fbc-5910000000-422e38df6de7e8b0a4b7	Spectrum
GC-MS	Progesterone, non-derivatized, GC-MS Spectrum	splash10-0fbc-5910000000-385f45345742235da8e0	Spectrum
GC-MS	Progesterone, non-derivatized, GC-MS Spectrum	splash10-024l-6923000000-639c7405f69825de7f90	Spectrum
GC-MS	Progesterone, non-derivatized, GC-MS Spectrum	splash10-0229-2941000000-1e075d8489b79cf4e34a	Spectrum
GC-MS	Progesterone, non-derivatized, GC-MS Spectrum	splash10-0229-3963000000-f35e3d9faf6b2ee87465	Spectrum
GC-MS	Progesterone, non-derivatized, GC-MS Spectrum	splash10-0fbc-5910000000-422e38df6de7e8b0a4b7	Spectrum
GC-MS	Progesterone, non-derivatized, GC-MS Spectrum	splash10-0fbc-5910000000-385f45345742235da8e0	Spectrum
GC-MS	Progesterone, non-derivatized, GC-MS Spectrum	splash10-0f6x-2910000000-1baafb91a3e0b988caa7	Spectrum
Predicted GC-MS	Progesterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000g-1590000000-3ebb52b90c541e38c0b4	Spectrum
Predicted GC-MS	Progesterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-014i-1009000000-0f8b7c3e6c2265c3889f	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-052b-8900000000-0b0167121b798e7e7534	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-052b-9400000000-881510cbcecd9cb61f4f	2012-07-24	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (JEOL JMS-01-SG-2) , Positive	splash10-024l-6923000000-639c7405f69825de7f90	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-52) , Positive	splash10-0229-2941000000-1e075d8489b79cf4e34a	2012-08-31	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-004i-0950000000-ca28d8dfdf780c201716	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-000i-1900000000-857f6720dd17fb2547d1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-004i-3930000000-fda87095285a83b85ad5	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00kb-7955000000-a22f06eac940cd4f753d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-0139000000-6b47f75a44df3e20fa3b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0aba-0950000000-b26d04d179294aa67cc7	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0aba-0920000000-d0a3365efe1f8a589564	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-05aj-0910000000-61d7a07e6be85600e1f1	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-0009000000-67c6f0147801f0ece957	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-05mk-8956000000-aa5fe992c41261b62fbf	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-052b-6910000000-5e26497eb2d0150a30ac	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-0a4j-8900000000-7ca6fd15f0ccc18bfa31	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-052b-9700000000-523fe1ad11bfcbb46f85	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-054k-9400000000-e3d581bd8685e1d3f35d	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0269000000-9aa25f8d44bc44ee4d4c	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-06dj-0491000000-c312ac322a549be24fac	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pbc-2290000000-859101eb546be9ddc938	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0019000000-e021f799bd2d232a0592	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-0049000000-55066424591bf87a4a49	2017-07-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-1090000000-e9387b8ab692f5ef9083	2017-07-26	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50.18 MHz, CDCl₃, experimental)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	Spectrum