TIGOGENIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H44O3
Molecular Weight	416.6365
Optical Activity	UNSPECIFIED
Defined Stereocenters	12 / 12
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12C[C@@]3([H])[C@]4([H])CC[C@@]5([H])C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CO6)O2

InChI

InChIKey=GMBQZIIUCVWOCD-MFRNJXNGSA-N

InChI=1S/C27H44O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h16-24,28H,5-15H2,1-4H3/t16-,17+,18+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/17786275 | https://www.ncbi.nlm.nih.gov/pubmed/17363141

Tigogenin is a saponin and acts as a natural plant steroid which induces apoptosis in rheumatoid arthritis fibroblast-like synoviocytes. This action is associated with overexpression of COX-2 correlated with overproduction of endogenous PGE2. In addition, it was found that through the inhibition of PPAR gamma and via the p38 MAPK pathway tigogenin has the potential to prevent the development of osteoporosis and the related disorders.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Peroxisome proliferator-activated receptor gamma 111 Target ID: P37231\|\|\|Q15179 Gene ID: 5468.0 Gene Symbol: PPARG Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/17363141	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Osteoporosis 97 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17363141	Preventing		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
A new source for tigogenin.	1962 Apr	14019877
Tigogenin inhibits adipocytic differentiation and induces osteoblastic differentiation in mouse bone marrow stromal cells.	2007 May 30	17363141

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

TIGOGENIN

Common Name

English

TIGOGENIN [MI]

Common Name

English

(25R)-5.ALPHA.-SPIROSTAN-3.BETA.-OL

Systematic Name

English

SPIROSTAN-3-OL, (3.BETA.,5.ALPHA.,25R)-

Systematic Name

English

NSC-93754

Code

English

TICOGENIN

Common Name

English

Code System Code Type Description

ECHA (EC/EINECS)

201-041-9