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Details

Stereochemistry ACHIRAL
Molecular Formula C21H28O6
Molecular Weight 376.4434
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OCTAHYDROCURCUMIN

SMILES

COC1=CC(CCC(O)CC(O)CCC2=CC(OC)=C(O)C=C2)=CC=C1O

InChI

InChIKey=OELMAFBLFOKZJD-UHFFFAOYSA-N
InChI=1S/C21H28O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,16-17,22-25H,3-4,7-8,13H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C21H28O6
Molecular Weight 376.4434
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

PubMed

PubMed

TitleDatePubMed
Comparative studies on the suppression of nitric oxide synthase by curcumin and its hydrogenated metabolites through down-regulation of IkappaB kinase and NFkappaB activation in macrophages.
2000 Dec 1
Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives.
2007 Jan
Different curcuminoids inhibit T-lymphocyte proliferation independently of their radical scavenging activities.
2008 Aug
Microbial conversion of curcumin into colorless hydroderivatives by the endophytic fungus Diaporthe sp. associated with Curcuma longa.
2011
Electron Paramagnetic Resonance Study of the Free Radical Scavenging Capacity of Curcumin and Its Demethoxy and Hydrogenated Derivatives.
2015
Curcumin and its major metabolites inhibit the inflammatory response induced by lipopolysaccharide: translocation of nuclear factor-κB as potential target.
2015 Apr
Curcumin's Metabolites, Tetrahydrocurcumin and Octahydrocurcumin, Possess Superior Anti-inflammatory Effects in vivo Through Suppression of TAK1-NF-κB Pathway.
2018
Octahydrocurcumin, a final hydrogenated metabolite of curcumin, possesses superior anti-tumor activity through induction of cellular apoptosis.
2018 Apr 25
Development of Validated Methods and Quantification of Curcuminoids and Curcumin Metabolites and Their Pharmacokinetic Study of Oral Administration of Complete Natural Turmeric Formulation (Cureit™) in Human Plasma via UPLC/ESI-Q-TOF-MS Spectrometry.
2018 Sep 20
Tetrahydrocurcumin and octahydrocurcumin, the primary and final hydrogenated metabolites of curcumin, possess superior hepatic-protective effect against acetaminophen-induced liver injury: Role of CYP2E1 and Keap1-Nrf2 pathway.
2019 Jan
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:23:57 GMT 2023
Edited
by admin
on Sat Dec 16 11:23:57 GMT 2023
Record UNII
YS2A8X6SX2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OCTAHYDROCURCUMIN
Systematic Name English
OCTAHYDRO-CURCUMIN
Systematic Name English
HEXAHYDROCURCUMINOL
Common Name English
3,5-HEPTANEDIOL, 1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)-
Systematic Name English
1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)HEPTANE-3,5-DIOL
Systematic Name English
1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)-3,5-HEPTANEDIOL
Systematic Name English
Code System Code Type Description
CAS
36062-07-4
Created by admin on Sat Dec 16 11:23:57 GMT 2023 , Edited by admin on Sat Dec 16 11:23:57 GMT 2023
PRIMARY
EPA CompTox
DTXSID40873750
Created by admin on Sat Dec 16 11:23:57 GMT 2023 , Edited by admin on Sat Dec 16 11:23:57 GMT 2023
PRIMARY
FDA UNII
YS2A8X6SX2
Created by admin on Sat Dec 16 11:23:57 GMT 2023 , Edited by admin on Sat Dec 16 11:23:57 GMT 2023
PRIMARY
PUBCHEM
11068834
Created by admin on Sat Dec 16 11:23:57 GMT 2023 , Edited by admin on Sat Dec 16 11:23:57 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> METABOLITE