HELENALIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H18O4
Molecular Weight	262.301
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H]1C[C@H]2OC(=O)C(=C)[C@H]2[C@H](O)[C@@]3(C)[C@H]1C=CC3=O

InChI

InChIKey=ZVLOPMNVFLSSAA-XEPQRQSNSA-N

InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C15H18O4
Molecular Weight	262.301
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

PubMed

Title	Date	PubMed
Helenalin-induced apoptosis is dependent on production of reactive oxygen species and independent of induction of endoplasmic reticulum stress in renal cell carcinoma.	2013-03	23123298
Overexpression of HO-1 protects against TNF-alpha-mediated airway inflammation by down-regulation of TNFR1-dependent oxidative stress.	2009-08	19608869
Inhibition of Nod2 signaling and target gene expression by curcumin.	2008-07	18413660
The effect of 17beta-estradiol on IL-6 secretion and NF-kappaB DNA-binding activity in human retinal pigment epithelial cells.	2007-06-15	17532054
Inhibition of homodimerization of Toll-like receptor 4 by curcumin.	2006-06-28	16678799
Delayed radioprotection by nuclear transcription factor kappaB -mediated induction of manganese superoxide dismutase in human microvascular endothelial cells after exposure to the free radical scavenger WR1065.	2006-03-15	16540396
Synthesis and anti-viral activity of a series of sesquiterpene lactones and analogues in the subgenomic HCV replicon system.	2006-01-01	16140536
Polysaccharide purified from Ganoderma lucidum induced activation and maturation of human monocyte-derived dendritic cells by the NF-kappaB and p38 mitogen-activated protein kinase pathways.	2005-08	15894585
Activation of nuclear factor-kappaB contributes to induction of death receptors and apoptosis by the synthetic retinoid CD437 in DU145 human prostate cancer cells.	2005-07-15	16024638
Apoptosis induction by a novel retinoid-related molecule requires nuclear factor-kappaB activation.	2005-06-01	15930313

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:55:19 GMT 2025` Edited by `admin` on `Mon Mar 31 19:55:19 GMT 2025`
Record UNII	4GUY9L896T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HELENALIN

Common Name

English

NSC-85236

Preferred Name

English

6.ALPHA.,8.BETA.-DIHYDROXY-4-OXOAMBROSA-2,11(13)-DIEN-12-OIC ACID 12,8-LACTONE

Common Name

English

(-)-HELENALIN

Common Name

English

HELENALIN [MI]

Common Name

English

HELENALIN [HSDB]

Common Name

English

(3AS-(3A.ALPHA.,4.ALPHA.,4A.BETA.,7A.ALPHA.,8.ALPHA.,9A.ALPHA.))-3,3A,4,4A,7A,8,9,9A-OCTAHYDRO-4-HYDROXY-4A,8-DIMETHYL-3-METHYLENEAZULENO(6,5-B)FURAN-2,5-DIONE

Common Name

English

Code System Code Type Description

HSDB

3490