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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H42O4
Molecular Weight 430.62
Optical Activity UNSPECIFIED
Defined Stereocenters 12 / 12
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HECOGENIN

SMILES

C[C@H]1[C@H]2[C@H](C[C@H]3[C@@H]4CC[C@H]5C[C@@H](O)CC[C@]5(C)[C@H]4CC(=O)[C@]23C)O[C@]16CC[C@@H](C)CO6

InChI

InChIKey=QOLRLLFJMZLYQJ-LOBDNJQFSA-N
InChI=1S/C27H42O4/c1-15-7-10-27(30-14-15)16(2)24-22(31-27)12-21-19-6-5-17-11-18(28)8-9-25(17,3)20(19)13-23(29)26(21,24)4/h15-22,24,28H,5-14H2,1-4H3/t15-,16+,17+,18+,19-,20+,21+,22+,24+,25+,26-,27-/m1/s1

HIDE SMILES / InChI

Description

Hecogenin is the steroidal saponin aglycone (or sapogenin) present in the leaves of species from the Agave genus, including Agave sisalana, Agave cantala and Agave aurea. Hecogenin has a wide spectrum of pharmacological activities already studied, including anticancer/antiproliferative, antifungal and hipotensive activities. A recent study showed that this substance is a selective inhibitor of human UDP-glucuronosyltransferases, enzymes responsible for the detoxification of numerous chemical toxins

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
4.2 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
The anti-inflammatory effects of Hecogenin (50 µg/animal) was investigated on various inflammatory models. The anti-inflammatory effect of HG, was studied on % inhibition of dry weight of granuloma tissue, Δ ear weight, myeloperoxidase assay, serum pro-inflammatory cytokines, colon weight to length ratio, macroscopic lesions, adhesion score, diarrhoea score and histopathological analysis of ear and colon tissue on Cotton pellets induced granuloma in rats, Croton oil induced ear edema in mice and TNBS induced granuloma in rats.
Route of Administration: Topical
In Vitro Use Guide
UGT1A4 inhibition by hecogenin (0-20 µM) was evaluated in imipramine N-beta-D-glucuronidation assay.