COLOCYNTHIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C38H54O13
Molecular Weight	718.8276
Optical Activity	UNSPECIFIED
Defined Stereocenters	13 / 13
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]1([C@H](O)C[C@@]2(C)[C@]3([H])CC=C4[C@@]([H])(C=C(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)C(=O)C4(C)C)[C@]3(C)C(=O)C[C@]12C)[C@@](C)(O)C(=O)\C=C\C(C)(C)OC(C)=O

InChI

InChIKey=QKEJRKXVLGOJMB-YYBMGDPWSA-N

InChI=1S/C38H54O13/c1-18(40)51-33(2,3)13-12-25(42)38(9,48)30-21(41)15-35(6)24-11-10-19-20(37(24,8)26(43)16-36(30,35)7)14-22(31(47)34(19,4)5)49-32-29(46)28(45)27(44)23(17-39)50-32/h10,12-14,20-21,23-24,27-30,32,39,41,44-46,48H,11,15-17H2,1-9H3/b13-12+/t20-,21-,23-,24+,27-,28+,29-,30+,32-,35+,36-,37+,38+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C38H54O13
Molecular Weight	718.8276
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	12 / 13
E/Z Centers	1
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/21459003

Colocynthin is the active medicinal principle of colocynth; a bitter, yellow, crystalline substance, regarded as a glucoside. Colocynthin is cytotoxic with respect to HeLa cells.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
In vitro and QSAR studies of cucurbitacins on HepG2 and HSC-T6 liver cell lines.	2011 Apr 15	21459003

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Colocynthin displays cytotoxicity with respect to HeLa cells with IC50 of 37uM, as measured by a standard MTT dye assay (24 hours incubation with compound).

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:07:40 GMT 2023` Edited by `admin` on `Fri Dec 15 16:07:40 GMT 2023`
Record UNII	6984R18595
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

COLOCYNTHIN

Common Name

English

COLOCYNTHINUM

Common Name

English

25-(ACETYLOXY)-2-(.BETA.-D-GLUCOPYRANOSYLOXY)-16,20-DIHYDROXY-9-METHYL-19-NORLANOSTA-1,5,23-TRIENE-3,11,22-TRIONE

Common Name

English

COLOCYNTHINUM [HPUS]

Common Name

English

COLOSIDE A

Common Name

English

ELATERINIDE

Common Name

English

GRATIOTOXIN

Common Name

English

COLOCYNTHIN [MI]

Common Name

English

.ALPHA.-ELATERIN 2-D-GLUCOPYRANOSIDE

Common Name

English

2-O-.BETA.-D-GLUCOPYRANOSYLCUCURBITACIN E

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID101014465