PREGNENOLONE SUCCINATE

First approved in 1961

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H36O5
Molecular Weight	416.5503
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 7
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]3([H])[C@@]2([H])CC=C4C[C@H](CC[C@]34C)OC(=O)CCC(O)=O

InChI

InChIKey=OZZAYJQNMKMUSD-DMISRAGPSA-N

InChI=1S/C25H36O5/c1-15(26)19-6-7-20-18-5-4-16-14-17(30-23(29)9-8-22(27)28)10-12-24(16,2)21(18)11-13-25(19,20)3/h4,17-21H,5-14H2,1-3H3,(H,27,28)/t17-,18-,19+,20-,21-,24-,25+/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29708744 | https://www.ncbi.nlm.nih.gov/pubmed/9729352 | https://www.ncbi.nlm.nih.gov/pubmed/7965782

Pregnenolone succinate is a synthetic pregnane steroid and an ester of pregnenolone which is described as a glucocorticoid and anti-inflammatory drug and has been patented and marketed as a topical medication in the form of a cream for the treatment of allergic, pruritic, and inflammatory dermatitis. In addition to its glucocorticoid effects, pregnenolone succinate has been found to act as a negative allosteric modulator of the GABAA receptor and a positive allosteric modulator of the NMDA receptor similarly to pregnenolone sulfate.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glutamate [NMDA] receptor 125 Target ID: CHEMBL2094124 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7965782	Positive Allosteric Modulator 179
GABA-A receptor; benzodiazepine site 38 Target ID: CHEMBL2109243 Sources: Smith Sheryl S., Neurosteroid Effects in the Central Nervous System: The Role of the GABA-A Receptor. CRC Press. pp. 344, 356, retrieved from https://books.google.ru/books?id=00JbUu4lLsgC&pg=PA344&redir_esc=y#v=onepage&q&f=false	Negative Allosteric Modulator 42

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY555465	https://www.001chemical.com/chem/4598-67-8
Alfa Chemistry	4598-67-8	https://www.alfa-chemistry.com/cas_4598-67-8.htm
ChEBI	CHEBI:91651	http://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:91651
ChemMol	99096036	http://www.chemmol.com/chemmol/99096036.html
Chemieliva Pharmaceutical Co., Ltd	PBCM1310747
Compound Cloud	10070529
Hangzhou Yuhao Chemical Technology	YH02299
Molcore	MC555465	https://www.molcore.com/product/4598-67-8
SureChEMBL	SCHEMBL20457493	https://www.surechembl.org/chemical/SCHEMBL20457493
Wikidata	Q27163476
Yuhao Chemical	YH02299	http://www.chemyuhao.com/4598-67-8.html
ZINC	ZINC000004217348	http://zinc15.docking.org/substances/ZINC000004217348

PubMed

Title	Date	PubMed
Positive Modulators of the N-Methyl-d-aspartate Receptor: Structure-Activity Relationship Study of Steroidal 3-Hemiesters.	2018 May 24	29708744

Patents

Name

Type

Language

PREGNENOLONE SUCCINATE

Official Name

English

3β-Hydroxypregn-5-en-20-one hydrogen succinate

Common Name

English

NSC-759188

Code

English

Pregnenolone succinate [WHO-DD]

Common Name

English

PREGNENOLONE SUCCINATE [USAN]

Common Name

English

PREGN-5-EN-20-ONE, 3-(3-CARBOXY-1-OXOPROPOXY)-, (3.BETA.)

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C776