(Q10910387)

(8S,9R,10R,13R,14S,17E)-17-ethylidene-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15-decahydrocyclopenta[a]phenanthrene-3,16-dione

Guggulsterones E (English)

3 October 2016

2 references

inferred from InChIKey

based on heuristic

inferred from InChI

1 reference

1 reference

C₂₁H₂₈O₂

1 reference

Guggulsterones E (English)

19 November 2016

canonical SMILES

CC=C1C(=O)CC2C1(CCC3C2CCC4=CC(=O)CCC34C)C

1 reference

Guggulsterones E (English)

19 November 2016

isomeric SMILES

C/C=C\1/C(=O)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C

1 reference

Simultaneous Determination of E- and Z-Guggulsterones in Dietary Supplements Containing Commiphora mukul Extract (Guggulipid) by Liquid Chromatography

Guggulsterones E (English)

19 November 2016

5 references

High-performance liquid chromatographic method for fingerprinting and quantitative determination of E- and Z-guggulsterones in Commiphora mukul resin and its products

Simultaneous determination of the stereoisomers of guggulsterone in serum by high-performance liquid chromatography

Effect of guggulsterone and cembranoids of Commiphora mukul on pancreatic phospholipase A(2): role in hypocholesterolemia

A natural product that lowers cholesterol as an antagonist ligand for FXR.

Commiphora wightii

7 references

Simultaneous Determination of E- and Z-Guggulsterones in Dietary Supplements Containing Commiphora mukul Extract (Guggulipid) by Liquid Chromatography

High-performance liquid chromatographic method for fingerprinting and quantitative determination of E- and Z-guggulsterones in Commiphora mukul resin and its products

Effect of guggulsterone and cembranoids of Commiphora mukul on pancreatic phospholipase A(2): role in hypocholesterolemia

A natural product that lowers cholesterol as an antagonist ligand for FXR.

Simultaneous determination of the stereoisomers of guggulsterone in serum by high-performance liquid chromatography

Inhibition of LPS-induced NO production by the oleogum resin of Commiphora wightii and its constituents

Guggulsterone inhibits tumor cell proliferation, induces S-phase arrest, and promotes apoptosis through activation of c-Jun N-terminal kinase, suppression of Akt pathway, and downregulation of antiapoptotic gene products.

physically interacts with

Nuclear receptor subfamily 1 group H member 4

subject has role

antagonist

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

2745

InChI=1S/C21H28O2/c1-4-16-19(23)12-18-15-6-5-13-11-14(22)7-9-20(13,2)17(15)8-10-21(16,18)3/h4,11,15,17-18H,5-10,12H2,1-3H3/b16-4-/t15-,17+,18+,20+,21-/m1/s1

17 August 2016

Identifiers

InChI

1 reference

Guggulsterones E (English)

WDXRGPWQVHZTQJ-AUKWTSKRSA-N

19 November 2016

InChIKey

1 reference

Global Substance Registration System

Guggulsterones E (English)

19 November 2016

2 references

UNII

9B259YE66O

(E)-guggulsterone (English)

WDXRGPWQVHZTQJ-AUKWTSKRSA-N

19 November 2016

InChIKey

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=39025-24-6

1 reference

E-guggulsterone (English)

19 November 2016

1 reference

Guggulsterones E (English)

19 November 2016

ChEBI ID

180961

mapping relation type

exact match

1 reference

ChEBI release 2022-06-13

1 reference

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

E-GUGGULSTERONE (English)

19 November 2016

1 reference

1 reference

DSSTOX compound identifier

DTXCID4013538

0 references

EC number

609-606-5

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.118.937

27 December 2018

ECHA Substance Infocard ID

Pregna-4,17(20)-diene-3,16-dione, (17E)- (English)

quotation

CAS no.: 39025-24-6 (English)

100.118.937

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.118.937

20 December 2018

Guide to Pharmacology Ligand ID

Pregna-4,17(20)-diene-3,16-dione, (17E)- (English)

quotation

CAS no.: 39025-24-6 (English)

2745

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

Guide to Pharmacology Ligand ID

2745

guggulsterone (English)

19 November 2016

1 reference

inferred from InChIKey

UNII

9B259YE66O

1 reference

Global Substance Registration System

UNII

9B259YE66O