HELENALIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H18O4
Molecular Weight	262.3016
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@]1([H])C[C@]2([H])[C@@]([H])(C(=C)C(=O)O2)[C@@]([H])([C@@]3(C)[C@@]1([H])C=CC3=O)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	262.3016
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
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 Aug	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 Jul 15	16024638
Apoptosis induction by a novel retinoid-related molecule requires nuclear factor-kappaB activation.	2005 Jun 1	15930313
Synthesis and anti-viral activity of a series of sesquiterpene lactones and analogues in the subgenomic HCV replicon system.	2006 Jan 1	16140536
Inhibition of homodimerization of Toll-like receptor 4 by curcumin.	2006 Jun 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 Mar 15	16540396
The effect of 17beta-estradiol on IL-6 secretion and NF-kappaB DNA-binding activity in human retinal pigment epithelial cells.	2007 Jun 15	17532054
Inhibition of Nod2 signaling and target gene expression by curcumin.	2008 Jul	18413660
Overexpression of HO-1 protects against TNF-alpha-mediated airway inflammation by down-regulation of TNFR1-dependent oxidative stress.	2009 Aug	19608869
Helenalin-induced apoptosis is dependent on production of reactive oxygen species and independent of induction of endoplasmic reticulum stress in renal cell carcinoma.	2013 Mar	23123298

Patents

Substance Class	Chemical Created by `admin` on `Fri Jun 25 22:27:47 UTC 2021` Edited by `admin` on `Fri Jun 25 22:27:47 UTC 2021`
Record UNII	4GUY9L896T
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HELENALIN

Common 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

NSC-85236

Code

English

Code System Code Type Description

HSDB

3490