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Xanthohumol D

Xanthohumol D structure

Xanthohumol D 

structure
  • CAS No:

    274675-25-1

  • Formula:

    C21H22O6

  • Chemical Name:

    Xanthohumol D

  • Synonyms:

    2-Propen-1-one,1-[2,4-dihydroxy-3-(2-hydroxy-3-methyl-3-buten-1-yl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)-,(2E)-;2-Propen-1-one,1-[2,4-dihydroxy-3-(2-hydroxy-3-methyl-3-butenyl)-6-methoxyphenyl]-3-(4-hydroxyphenyl)-,(2E)-;1-[2,4-Dihydroxy-3-(2-hydroxy-3-methyl-3-buten-1-yl)-6-methoxyphenyl]-3-(4 hydroxyphenyl)-2-propen-1-one;Xanthohumol D;1-[2,4-Dihydroxy-3-(2-hydroxy-3-methyl-3-butenyl)-6-methoxyphenyl]-3-(4 hydroxyphenyl)-2-propen-1-one

  • Categories:

    Natural Products  >  Chalcones

Description

Xanthohumol D is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4', a methoxy group at position 6' and a 2-hydroxy-3-methylbut-3-en-1-yl group at position 3'. It has been isolated as a racemate from Humulus lupulus and has been shown to exhibit inhibitory activity against NO production. It has a role as a metabolite and an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It is a member of chalcones, a polyphenol, an aromatic ether and a secondary alcohol.

Xanthohumol D Basic Attributes

370.39578

370.40

Characteristics

107

4

1.303±0.06 g/cm3(Predicted)

Drug Information

xanthohumol D

Xanthohumol D Use and Manufacturing

Polyketides [PK] -> Flavonoids [PK12] -> Chalcones and dihydrochalcones [PK1212]

Computed Properties

Molecular Weight:370.4
XLogP3:4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:7
Exact Mass:370.14163842
Monoisotopic Mass:370.14163842
Topological Polar Surface Area:107
Heavy Atom Count:27
Complexity:537
Undefined Atom Stereocenter Count:1
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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