TetrahydroCurcumin - ≥96% , CAS No.36062-04-1

CAS: 36062-04-1 Cat. No.: T136275 Molecular Weight: 372.412 EC Number: 609-201-3 PubChem CID: 124072

GRADE & PURITY ≥96%

Synonyms

EC 609-201-3 | 1,7-Bis-(4-hydroxy-3-methoxy-phenyl)-heptane-3,5-dione | 1,7-bis(4-hydroxy-3-methoxy-phenyl)heptane-3,5-dione | 1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione | NSC 687845 | AS-13957 | FT-0661932 | NSC687845 | NSC-687845 | TETRAHYDRODI

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Tetrahydro Curcumin is a major metabolite of Curcumin that has been shown to have protective effects against diabetes and vascular dysfunction via alleviation of oxidative stress.

Specifications

Synonyms

EC 609-201-3 | 1, 7-Bis-(4-hydroxy-3-methoxy-phenyl)-heptane-3, 5-dione | 1, 7-bis(4-hydroxy-3-methoxy-phenyl)heptane-3, 5-dione | 1, 7-bis(4-hydroxy-3-methoxyphenyl)heptane-3, 5-dione | NSC 687845 | AS-13957 | FT-0661932 | NSC687845 | NSC-687845 | TETRAHYDRODI

Specifications & Purity

≥96%

Biochemical and Physiological Mechanisms

Tetrahydrocurcumin is being studied for the treatment of cancer and dementia. It has antioxidant and anti-inflammatory properties. Tetrahydrocurcumin has been shown to have protective effects against diabetes and vascular dysfunction via alleviation of ox

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥96%

Names and Identifiers

• Canonical Smiles: COC1=C(C=CC(=C1)CCC(=O)CC(=O)CCC2=CC(=C(C=C2)O)OC)O
• IUPAC Name: 1,7-bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione
• InChIKey: LBTVHXHERHESKG-UHFFFAOYSA-N
• INCHI: 1S/C21H24O6/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/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3
• Isomeric SMILES: COC1=C(C=CC(=C1)CCC(=O)CC(=O)CCC2=CC(=C(C=C2)O)OC)O
• WGK Germany: 3
• PubChem CID: 124072
• Molecular Weight: 372.412

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Diarylheptanoids
      • Subclass Linear diarylheptanoids

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Diarylheptanoids
• Subclass: Linear diarylheptanoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Curcuminoids
• Alternative Parents: Gingerdiones Phenoxy compounds Methoxybenzenes Anisoles Beta-diketones Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Curcumin - Gingerdione - Methoxyphenol - Anisole - Phenoxy compound - Phenol ether - Methoxybenzene - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - 1,3-diketone - Benzenoid - 1,3-dicarbonyl compound - Monocyclic benzene moiety - Ketone - Ether - Organooxygen compound - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as curcuminoids. These are aromatic compounds containing a curcumin moiety, which is composed of two aryl buten-2-one (feruloyl) chromophores joined by a methylene group.
• External Descriptors: polyphenol - beta-diketone - diarylheptanoid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

OR51E2 Tchem Olfactory receptor 51E2 (2 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ACHE Tclin Acetylcholinesterase (18204 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

DNMT1 Tclin DNA (cytosine-5)-methyltransferase 1 (978 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

STAT3 Tchem Signal transducer and activator of transcription 3 (3313 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TERT Tchem Telomerase reverse transcriptase (2428 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HEK293 (82097 Activities)

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LNCaP (8286 Activities)

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PBMC (10003 Activities)

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NFKB2 Tchem Nuclear factor NF-kappa-B complex (2307 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

PTGES Prostaglandin E synthase (10 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Abcc1 Multidrug resistance-associated protein 1 (42 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

pol Human immunodeficiency virus type 1 integrase (9041 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Trypanosoma brucei brucei (13300 Activities)

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Leishmania major (2877 Activities)

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Leishmania mexicana (936 Activities)

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Plasma (328 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol, chloroform, and DMSO.
• Sensitivity: Light sensitive
• Molecular Weight: 372.400 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 372.157 Da
• Monoisotopic Mass: 372.157 Da
• Topological Polar Surface Area: 93.100 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 437.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Dan Yuan, Qi Li, Qibo Zhang, Feibai Zhou, Qiangzhong Zhao, Mouming Zhao.  (2023)  Enhanced curcumin transportation across epithelial barrier by mucus-permeable soy protein nanoparticles-mediated dual transcytosis pathways.  FOOD CHEMISTRY,      [PMID:37897825] [10.1016/j.foodchem.2023.137771]