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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 of HELENALIN

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

PubMed

TitleDatePubMed
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
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
Apoptosis induction by a novel retinoid-related molecule requires nuclear factor-kappaB activation.
2005 Jun 1
Synthesis and anti-viral activity of a series of sesquiterpene lactones and analogues in the subgenomic HCV replicon system.
2006 Jan 1
Inhibition of homodimerization of Toll-like receptor 4 by curcumin.
2006 Jun 28
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
The effect of 17beta-estradiol on IL-6 secretion and NF-kappaB DNA-binding activity in human retinal pigment epithelial cells.
2007 Jun 15
Inhibition of Nod2 signaling and target gene expression by curcumin.
2008 Jul
Overexpression of HO-1 protects against TNF-alpha-mediated airway inflammation by down-regulation of TNFR1-dependent oxidative stress.
2009 Aug
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
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
  • Download
Name Type Language
HELENALIN
HSDB   MI  
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
Created by admin on Fri Jun 25 22:27:47 UTC 2021 , Edited by admin on Fri Jun 25 22:27:47 UTC 2021
PRIMARY
EPA CompTox
6754-13-8
Created by admin on Fri Jun 25 22:27:47 UTC 2021 , Edited by admin on Fri Jun 25 22:27:47 UTC 2021
PRIMARY
PUBCHEM
23205
Created by admin on Fri Jun 25 22:27:47 UTC 2021 , Edited by admin on Fri Jun 25 22:27:47 UTC 2021
PRIMARY
WIKIPEDIA
HELENALIN
Created by admin on Fri Jun 25 22:27:47 UTC 2021 , Edited by admin on Fri Jun 25 22:27:47 UTC 2021
PRIMARY
MESH
C001329
Created by admin on Fri Jun 25 22:27:47 UTC 2021 , Edited by admin on Fri Jun 25 22:27:47 UTC 2021
PRIMARY
FDA UNII
4GUY9L896T
Created by admin on Fri Jun 25 22:27:47 UTC 2021 , Edited by admin on Fri Jun 25 22:27:47 UTC 2021
PRIMARY
CAS
6754-13-8
Created by admin on Fri Jun 25 22:27:47 UTC 2021 , Edited by admin on Fri Jun 25 22:27:47 UTC 2021
PRIMARY
MERCK INDEX
M5931
Created by admin on Fri Jun 25 22:27:47 UTC 2021 , Edited by admin on Fri Jun 25 22:27:47 UTC 2021
PRIMARY Merck Index
Related Record Type Details
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PARENT -> ACTIVE CONSTITUENT ALWAYS PRESENT