Farrerol - 10mM in DMSO , CAS No.24211-30-1

CAS: 24211-30-1 Cat. No.: F422807 Molecular Weight: 300.31

GRADE & PURITY 10mM in DMSO

Synonyms

Farrerol|24211-30-1|5,7-Dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethylchroman-4-one|6,8-DIMETHYL-4',5,7-TRIHYDROXYFLAVANONE|Farrerol,(S)|EINECS 246-080-2|5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one|SCHEMBL928045|MEGxp0_000361|CHEMB

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

(-)-Farrerol possesses anti-bacterial and anti-inflammatory activities.

Specifications

Synonyms

Farrerol | 24211-30-1 | 5, 7-Dihydroxy-2-(4-hydroxyphenyl)-6, 8-dimethylchroman-4-one | 6, 8-DIMETHYL-4', 5, 7-TRIHYDROXYFLAVANONE | Farrerol, (S) | EINECS 246-080-2 | 5, 7-dihydroxy-2-(4-hydroxyphenyl)-6, 8-dimethyl-2, 3-dihydrochromen-4-one | SCHEMBL928045 | MEGxp0_000361 | CHEMB

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Names and Identifiers

• Canonical Smiles: CC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=CC=C(C=C3)O)C)O
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-dimethyl-2,3-dihydrochromen-4-one
• InChIKey: DYHOLQACRGJEHX-UHFFFAOYSA-N
• INCHI: 1S/C17H16O5/c1-8-15(20)9(2)17-14(16(8)21)12(19)7-13(22-17)10-3-5-11(18)6-4-10/h3-6,13,18,20-21H,7H2,1-2H3
• Isomeric SMILES: CC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=CC=C(C=C3)O)C)O
• Molecular Weight: 300.31
• Reaxy-Rn: 91046
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=91046&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Flavonoids
      • Subclass Flavans

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavans
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavanones
• Alternative Parents: 7-hydroxyflavonoids 5-hydroxyflavonoids 4'-hydroxyflavonoids Chromones Aryl alkyl ketones Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Vinylogous acids Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Hydroxyflavonoid - Flavanone - Chromone - Chromane - 1-benzopyran - Benzopyran - Aryl alkyl ketone - Aryl ketone - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Ketone - Organoheterocyclic compound - Oxacycle - Ether - Organooxygen compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavanones. These are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.
• External Descriptors: Flavanones

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)

BGC-823 (3035 Activities)

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HL-60 (67320 Activities)

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Bel-7402 (4577 Activities)

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HUVEC (11049 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 300.300 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 300.1 Da
• Monoisotopic Mass: 300.1 Da
• Topological Polar Surface Area: 87.000 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 417.000
• 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

References

1. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang.  (2022)  Insights from multi-spectroscopic analysis and molecular modeling to understand the structure–affinity relationship and the interaction mechanism of flavonoids with gliadin.  Food & Function,  13  (9): (5061-5074).  [PMID:35404372] [10.1039/D1FO03816H]

2. Hongjin Tang, Lin Huang, Dongsheng Zhao, Chunyong Sun, Ping Song.  (2020)  Interaction mechanism of flavonoids on bovine serum albumin: Insights from molecular property-binding affinity relationship.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:32480277] [10.1016/j.saa.2020.118519]

3. Jie Zhao, Lin Huang, Chunyong Sun, Dongsheng Zhao, Hongjin Tang.  (2020)  Studies on the structure-activity relationship and interaction mechanism of flavonoids and xanthine oxidase through enzyme kinetics, spectroscopy methods and molecular simulations.  FOOD CHEMISTRY,      [PMID:32330646] [10.1016/j.foodchem.2020.126807]

4. Yang Li, Xinchang Feng, Lingpeng Zheng.  (2026)  Farrerol Ameliorates Hepatic Insulin Resistance via AMPKα1/mTOR/SREBP-1 Pathway: A Study in T2DM Rat Models and Palmitic Acid-Induced BRL 3 A Hepatocytes.  TISSUE & CELL,      [PMID:41702183] [10.1016/j.tice.2026.103367]