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Chemistry

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Also known as: 521-48-2, Isoxanthohumol(sophora), 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one, Chembl492828, 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chroman-4-one, (+/-)-isoxanthohumol
Molecular Formula
C21H22O5
Molecular Weight
354.4  g/mol
InChI Key
YKGCBLWILMDSAV-UHFFFAOYSA-N

Isoxanthohumol
isoxanthohumol(sophora) is a natural product found in Streptomyces, Humulus lupulus, and Sophora flavescens with data available.
1 2D Structure

Isoxanthohumol

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
2.1.2 InChI
InChI=1S/C21H22O5/c1-12(2)4-9-15-16(23)10-19(25-3)20-17(24)11-18(26-21(15)20)13-5-7-14(22)8-6-13/h4-8,10,18,22-23H,9,11H2,1-3H3
2.1.3 InChI Key
YKGCBLWILMDSAV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(=CCC1=C2C(=C(C=C1O)OC)C(=O)CC(O2)C3=CC=C(C=C3)O)C
2.2 Synonyms
2.2.1 Depositor-Supplied Synonyms

1. 521-48-2

2. Isoxanthohumol(sophora)

3. 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

4. Chembl492828

5. 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)chroman-4-one

6. (+/-)-isoxanthohumol

7. Unii-b3bxq4ezd6

8. 5-methylsophoraflavanone B

9. Schembl904557

10. Hy-n2584a

11. Chebi:171798

12. Isoxanthohumol, >=99% (hplc)

13. Isoxanthohumol, Analytical Standard

14. (2s)-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

15. Bcp23864

16. Bdbm50252521

17. Lmpk12140553

18. Smp2_000215

19. Ncgc00390429-01

20. 4',7-dihydroxy-5-methoxy-8-prenylflavanone

21. Cs-0064440

22. 4',7-dihydroxy-5-methoxy-8-c-prenylflavanone

23. Q6086616

24. Isoxanthohumol, Primary Pharmaceutical Reference Standard

25. 7-hydroxy-2-(4-hydroxy-phenyl)-5-methoxy-8-(3-methyl-but-2-enyl)-chroman-4-one

26. 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-enyl)chroman-4-one

27. 4h-1-benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-

28. 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methyl-2-butenyl)-2,3-dihydro-4h-chromen-4-one #

2.3 Create Date
2005-03-28
3 Chemical and Physical Properties
Molecular Weight 354.4 g/mol
Molecular Formula C21H22O5
XLogP34.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Exact Mass354.14672380 g/mol
Monoisotopic Mass354.14672380 g/mol
Topological Polar Surface Area76 Ų
Heavy Atom Count26
Formal Charge0
Complexity519
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

REF. STANDARDS & IMPURITIES

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