XANTHATIN

[H][C@]12C[C@H](C)C(\C=C\C(C)=O)=CC[C@]1([H])C(=C)C(=O)O2

InChIKey=RBRPTFMVULVGIC-ZTIIIDENSA-N

InChI=1S/C15H18O3/c1-9-8-14-13(11(3)15(17)18-14)7-6-12(9)5-4-10(2)16/h4-6,9,13-14H,3,7-8H2,1-2H3/b5-4+/t9-,13+,14-/m0/s1

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	1
Optical Activity	UNSPECIFIED

Targets

Primary Target	Pharmacology	Potency
Tyrosine-protein kinase JAK2 55 Target ID: CHEMBL2971 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30993883	Inhibitor 8297	4.1 µM [IC50]
Inhibitor of nuclear factor kappa B kinase beta subunit 16 Target ID: CHEMBL1991 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30993883	Inhibitor 8297	11.3 µM [IC50]
Vascular endothelial growth factor receptor 2 104 Target ID: CHEMBL279 Sources: https://www.ncbi.nlm.nih.gov/pubmed/26617743	Inhibitor 8297	3.8 µM [IC50]

PubMed

Title	Date	PubMed
(--)-Xanthatin selectively induces GADD45γ and stimulates caspase-independent cell death in human breast cancer MDA-MB-231 cells.	2011 Jun 20	21568272
(-)-Xanthatin induces the prolonged expression of c-Fos through an N-acetyl-L-cysteine (NAC)-sensitive mechanism in human breast cancer MDA-MB-231 cells.	2013	23824011
(-)-Xanthatin up-regulation of the GADD45γ tumor suppressor gene in MDA-MB-231 breast cancer cells: role of topoisomerase IIα inhibition and reactive oxygen species.	2013 Mar 8	23313378

Substance Class	Chemical Created by `admin` on `Sat Dec 16 10:00:21 GMT 2023` Edited by `admin` on `Sat Dec 16 10:00:21 GMT 2023`
Record UNII	298X1N12LS
Record Status	`Validated (UNII)`
Record Version

Name

Type

Language

XANTHATIN

Common Name

English

XANTHATIN, (-)-

Common Name

English

(-)-XANTHATIN

Common Name

English

XANTHATIN [MI]

Common Name

English

2H-CYCLOHEPTA(B)FURAN-2-ONE, 3,3A,4,7,8,8A-HEXAHYDRO-7-METHYL-3-METHYLENE-6-((1E)-3-OXO-1-BUTEN-1-YL)-, (3AR,7S,8AS)-

Systematic Name

English

Code System Code Type Description

PUBCHEM

5281511