GRADE & PURITY Analytical standard, ≥99%(HPLC)

Synonyms

HY-N1940 | FT-0698350 | BDBM50272557 | 3,5-dihydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-4-one | E80752 | AC-34806 | SCHEMBL4220888 | AKOS030573400 | DTXSID801316333 | beta-Anhydroicaritin | AS-75851 | 3,5-dihydroxy-2-(4-meth

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Specifications

Synonyms

HY-N1940 | FT-0698350 | BDBM50272557 | 3, 5-dihydroxy-2-(4-methoxyphenyl)-8, 8-dimethyl-9, 10-dihydropyrano[2, 3-h]chromen-4-one | E80752 | AC-34806 | SCHEMBL4220888 | AKOS030573400 | DTXSID801316333 | beta-Anhydroicaritin | AS-75851 | 3, 5-dihydroxy-2-(4-meth

Specifications & Purity

analytical standard, ≥99%(HPLC)

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

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

Grade

Analytical standard

Purity

≥99%(HPLC)

Names and Identifiers

• Canonical Smiles: CC1(CCC2=C(O1)C=C(C3=C2OC(=C(C3=O)O)C4=CC=C(C=C4)OC)O)C
• IUPAC Name: 3,5-dihydroxy-2-(4-methoxyphenyl)-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-4-one
• InChIKey: PPCHTBBOSVKORE-UHFFFAOYSA-N
• INCHI: 1S/C21H20O6/c1-21(2)9-8-13-15(27-21)10-14(22)16-17(23)18(24)19(26-20(13)16)11-4-6-12(25-3)7-5-11/h4-7,10,22,24H,8-9H2,1-3H3
• Isomeric SMILES: CC1(CCC2=C(O1)C=C(C3=C2OC(=C(C3=O)O)C4=CC=C(C=C4)OC)O)C
• Molecular Weight: 368.38
• Reaxy-Rn: 344996
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=344996&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Flavonoids
• Subclass: Flavones
• Intermediate Tree Nodes: Not available
• Direct Parent: 8-prenylated flavones
• Alternative Parents: Pyranoflavonoids 4'-O-methylated flavonoids Flavonols 3-hydroxyflavonoids 5-hydroxyflavonoids Pyranochromenes 2,2-dimethyl-1-benzopyrans Chromones Phenoxy compounds Methoxybenzenes Anisoles 1-hydroxy-2-unsubstituted benzenoids Pyranones and derivatives Alkyl aryl ethers Vinylogous acids Heteroaromatic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 8-prenylated flavone - Pyranoflavonoid - 3-hydroxyflavone - 4p-methoxyflavonoid-skeleton - Hydroxyflavonoid - 3-hydroxyflavonoid - 5-hydroxyflavonoid - Pyranochromene - 2,2-dimethyl-1-benzopyran - Chromone - 1-benzopyran - Chromane - Benzopyran - Anisole - Phenoxy compound - Methoxybenzene - Phenol ether - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Pyranone - Phenol - Monocyclic benzene moiety - Benzenoid - Pyran - Vinylogous acid - Heteroaromatic compound - Organoheterocyclic compound - Oxacycle - Ether - Organic oxide - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 8-prenylated flavones. These are flavones that features a C5-isoprenoid substituent at the 8-position.
• External Descriptors: Not available

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)

PDE5A Tclin Phosphodiesterase 5A (5113 Activities)

Discover Target: PDE5A

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

Associated Targets(non-human)

PDE6C Phosphodiesterase 6C (1 Activities)

Discover Target: PDE6C

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

Abcb1b P-glycoprotein 1 (174 Activities)

Discover Target: Abcb1b

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

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: light sensitive
• Molecular Weight: 368.400 g/mol
• XLogP3: 4.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 368.126 Da
• Monoisotopic Mass: 368.126 Da
• Topological Polar Surface Area: 85.200 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 618.000
• 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. Yanzheng Xie, Lei Xie, Ailan Chen, Shengnan Wu, Yuxiao Mo, Xiaoqiang Guo, Changchun Zeng, Xinan Huang, Jinyang He.  (2020)  Anti-HIV/SIV activity of icariin and its metabolite anhydroicaritin mainly involve reverse transcriptase.  EUROPEAN JOURNAL OF PHARMACOLOGY,      [PMID:32726656] [10.1016/j.ejphar.2020.173327]