Hexahydrocurcumin - ≥99% , CAS No.36062-05-2

CAS: 36062-05-2 Cat. No.: H351682 Peso molecular: 374.43

GRADE & PURITY ≥99%

Synonyms

5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone | 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Hexahydrocurcumin is one of the major metabolites of curcumin and a selective, orally active COX-2 inhibitor. Hexahydrocurcumin is inactive against COX-1. Hexahydrocurcumin has antioxidant, anticancer and anti-inflammatory activities.

Specifications

Sinónimos

5-hydroxy-1, 7-bis(4-hydroxy-3-methoxyphenyl)-3-heptanone | 5-hydroxy-1, 7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥99%

Nombres e identificadores

• Sonrisas canónicas: COC1=C(C=CC(=C1)CCC(CC(=O)CCC2=CC(=C(C=C2)O)OC)O)O
• IUPAC Name: 5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)heptan-3-one
• InChIKey: RSAHICAPUYTWHW-UHFFFAOYSA-N
• INCHI: 1S/C21H26O6/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/h5-6,9-12,16,22,24-25H,3-4,7-8,13H2,1-2H3
• Isómeros SMILES: COC1=C(C=CC(=C1)CCC(CC(=O)CCC2=CC(=C(C=C2)O)OC)O)O
• Peso molecular: 374.43
• Reaxy-Rn: 2486876
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2486876&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Diarylheptanoids
• Subclass: Linear diarylheptanoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Curcuminoids
• Alternative Parents: Gingerols Fatty alcohols Phenoxy compounds Methoxybenzenes Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Beta-hydroxy ketones Secondary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Curcumin - Gingerol - Methoxyphenol - Fatty alcohol - Phenoxy compound - Anisole - Methoxybenzene - Phenol ether - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Monocyclic benzene moiety - Beta-hydroxy ketone - Fatty acyl - Benzenoid - Ketone - Secondary alcohol - Ether - Organic oxide - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Alcohol - Organooxygen compound - Aromatic homomonocyclic compound
• Descripción: 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: 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

Objetivos asociados (humanos)

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

Discover Target: DNMT1

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BACE1 Tchem Beta-secretase 1 (15641 Activities)

Discover Target: BACE1

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HEK293 (82097 Activities)

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Objetivos asociados (no humanos)

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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RAW264.7 (28094 Activities)

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RBL-2H3 (1162 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: DMSO: 45 mg/mL (120.19 mM), Need ultrasonic
• Peso molecular: 374.400 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 374.173 Da
• Monoisotopic Mass: 374.173 Da
• Topological Polar Surface Area: 96.200 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 442.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

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]

2. Jiaying Hao, Yunju Zhang, Kaiwei Liu, Boyu Zhang, Hao Wang, Yuning Jin, Bin Wang, Di Wang, Ying Li, Xueli Wei, Qinyuan Ma, Xiuzhen Gao.  (2025)  Structure-Guided Evolution of Curcumin Reductase for Sustainable Tetrahydrocurcumin Biosynthesis.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:41026119] [10.1021/acs.jafc.5c07455]