Demethoxycurcumin - ≥95% , CAS No.24939-17-1

CAS: 24939-17-1 Cat. No.: D299451 Molecular Weight: 338.354

GRADE & PURITY ≥95%

Synonyms

3-Amino-biphenyl-4-ol | SCHEMBL13521973 | SCHEMBL431246 | AC-34584 | BDBM50163744 | AKOS015903509 | cid_5324476 | Curcumin II;Desmethoxycurcumin;Monodemethoxycurcumin | Methyl ester of Hippuric acid | monodemethoxycurcumin | (1E,6E)-1-(4-Hydroxy-3-methoxy

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

3-Amino-biphenyl-4-ol | SCHEMBL13521973 | SCHEMBL431246 | AC-34584 | BDBM50163744 | AKOS015903509 | cid_5324476 | Curcumin II;Desmethoxycurcumin;Monodemethoxycurcumin | Methyl ester of Hippuric acid | monodemethoxycurcumin | (1E, 6E)-1-(4-Hydroxy-3-methoxy

Specifications & Purity

≥95%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥95%

Names and Identifiers

• Canonical Smiles: COC1=C(C=CC(=C1)C=CC(=O)CC(=O)C=CC2=CC=C(C=C2)O)O
• IUPAC Name: (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
• InChIKey: HJTVQHVGMGKONQ-LUZURFALSA-N
• INCHI: 1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3/b9-4+,10-5+
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C(=O)CC(=O)/C=C/C2=CC=C(C=C2)O)O
• Alternate CAS: 22608-11-3
• Molecular Weight: 338.354
• Reaxy-Rn: 2157558
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2157558&ln=

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: Hydroxycinnamic acids and derivatives Methoxyphenols Styrenes Phenoxy compounds Methoxybenzenes Anisoles Beta-diketones Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Enones Acryloyl compounds Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Desmethoxycurcumin - Hydroxycinnamic acid or derivatives - Methoxyphenol - Anisole - Phenoxy compound - Phenol ether - Styrene - Methoxybenzene - Phenol - 1,3-diketone - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - 1,3-dicarbonyl compound - Monocyclic benzene moiety - Acryloyl-group - Alpha,beta-unsaturated ketone - Enone - Ketone - Ether - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - 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: enone - 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)

MAOA Tclin Monoamine oxidase A (11911 Activities)

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MAOB Tclin Monoamine oxidase B (8835 Activities)

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DLD-1 (17511 Activities)

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HT-1080 (3966 Activities)

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MCF7 (126967 Activities)

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SK-OV-3 (52876 Activities)

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A549 (127892 Activities)

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A-431 (6446 Activities)

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HepG2 (196354 Activities)

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MDA-MB-231 (73002 Activities)

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WRL68 (207 Activities)

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Associated Targets(non-human)

Staphylococcus aureus (210822 Activities)

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srtA Sortase A (641 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Cacna1c Voltage-gated L-type calcium channel (1164 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 338.400 g/mol
• XLogP3: 3.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 338.115 Da
• Monoisotopic Mass: 338.115 Da
• Topological Polar Surface Area: 83.800 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 502.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 2
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 2
• Covalently-Bonded Unit Count: 1

References

1. Xiuying Liu, Lijie Zhu, Xue Gao, Yuxin Wang, Haixia Lu, Yiwei Tang, Jianrong Li.  (2016)  Magnetic molecularly imprinted polymers for spectrophotometric quantification of curcumin in food.  FOOD CHEMISTRY,      [PMID:26920299] [10.1016/j.foodchem.2016.02.015]

2. Jiping Liu, Liang Feng, Rushang Wang, Minghua Zhang, Junfei Gu, Xiaobin Jia, Maomao Zhu, Jinjie Wu, Shaoying Hu.  (2013)  COMPONENTS SCREENING FROM CURCUMA LONGA LINN. AND THEIR BIOAFFINITY PROPERTY ON HUMAN UMBILICAL VEIN ENDOTHELIAL CELLS BY CELL MEMBRANE CHROMATOGRAPHY.  JOURNAL OF LIQUID CHROMATOGRAPHY & RELATED TECHNOLOGIES,      [PMID:] [10.1080/10826076.2012.712936]

3. Yun Tian, Na Wang, Huanyu Liu, Tongxin Qiu, Chuan Chen, Xia Liu, Yuanqiang Zhu.  (2024)  Extraction of curcuminoids from Curcuma longa L. by fatty acid-based ionic liquid aqueous solution: Experimental and mechanism study.  FOOD CHEMISTRY,      [PMID:39413600] [10.1016/j.foodchem.2024.141605]

4. Na Wang, Yun Tian, Xu Wu, Huanyu Liu, Hongsheng Lu, Yuanqiang Zhu.  (2025)  Natural Hydrophobic Deep Eutectic Solvent for Highly Efficient Extraction of Curcuminoids Assisted by Pulsed Ultrasound: Experimental and Mechanistic Insights.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.5c01837]