OCTAHYDROCURCUMIN

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 Search

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

Primary Target	Pharmacology	Potency
NF-kappaB import into nucleus 2 Target ID: GO:0042348 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25502175	Inhibitor 8297
Oxidative Stress 160 Target ID: WP408 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18427962	Inhibitor 8297	12.3 µM [IC50]
Cytochrome P450 2E1 25 Target ID: CHEMBL5281 Sources: https://www.ncbi.nlm.nih.gov/pubmed/30423402	Inhibitor 8297

PubMed

Title	Date	PubMed
Electron Paramagnetic Resonance Study of the Free Radical Scavenging Capacity of Curcumin and Its Demethoxy and Hydrogenated Derivatives.	2015	26424013
Curcumin and its major metabolites inhibit the inflammatory response induced by lipopolysaccharide: translocation of nuclear factor-κB as potential target.	2015 Apr	25502175
Curcumin's Metabolites, Tetrahydrocurcumin and Octahydrocurcumin, Possess Superior Anti-inflammatory Effects in vivo Through Suppression of TAK1-NF-κB Pathway.	2018	30386242
Octahydrocurcumin, a final hydrogenated metabolite of curcumin, possesses superior anti-tumor activity through induction of cellular apoptosis.	2018 Apr 25	29616245
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	30241377
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	30423402

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

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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

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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

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