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38458-58-1

38458-58-1 Structure

38458-58-1 Structure
IdentificationBack Directory
[Name]

(E)-4-Hydroxy-2-hydroxymethyl-2-butenoic acid (3aR,4R,6E,9S,10Z,11aR)-9-acetoxy-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester
[CAS]

38458-58-1
[Synonyms]

Schkuhrin I
Eucannabinolid
Eucannabinolide
Hyodorilactone A
Hiyodorilactone A
(E)-4-Hydroxy-2-hydroxymethyl-2-butenoic acid (3aR,4R,6E,9S,10Z,11aR)-9-acetoxy-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester
2-Butenoic acid, 4-hydroxy-2-(hydroxymethyl)-, (3aR,4R,6E,9S,10Z,11aR)-9-(acetyloxy)-2,3,3a,4,5,8,9,11a-octahydro-6,10-dimethyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester, (2E)-
[Molecular Formula]

C22H28O8
[MOL File]

38458-58-1.mol
[Molecular Weight]

420.45
Chemical PropertiesBack Directory
[InChIKey]

XYPJAWWDSQFSQA-RTZOPMFNSA-N
[SMILES]

C(O[C@H]1[C@@]2([H])C(=C)C(=O)O[C@]2([H])C=C(C)[C@@H](OC(C)=O)CC=C(C)C1)(=O)/C(/CO)=C/CO |c:22,t:13|
Hazard InformationBack Directory
[Description]

Eucannabinolide is a sesquiterpene lactone from the roots and aerial parts of Eupatorium cannabium.
[Uses]

Eucannabinolide is a STAT3 inhibitor. Eucannabinolide suppresses STAT3 activation at tyrosine 705, inhibiteds its translocation to nucleus, and decreases its DNA binding capacity. Eucannabinolide can be used for triple negative breast cancer (TNBC) diseases research[1].
[Definition]

ChEBI: Hiyodorilactone A is a germacranolide.
[References]

[1] Zhu Z, et al. Eucannabinolide, a novel sesquiterpene lactone, suppresses the growth, metastasis and BCSCS-like traits of TNBC via inactivation of STAT3. Neoplasia. 2021 Jan;23(1):36-48. DOI:10.1016/j.neo.2020.10.012
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