Dodoviscin A
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Basic information
- CAS
1372527-25-7- Standard SMILES
C=C(C)C(O)Cc1cc(-c2oc3cc(O)c(OC)c(O)c3c(=O)c2OC)cc(CCC(C)CO)c1O- InChIKey
JOFIZXLDARFSIK-UHFFFAOYSA-N- Molecular formula
- C27H32O9
- Average molar mass
- 500.5 g/mol
- Monoisotopic mass
- 500.20463259
Overview
dodoviscin A has been reported in Dodonaea viscosa with data available.
Names & identifiers
- Preferred name
- Dodoviscin A
- IUPAC
- 5,7-dihydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(4-hydroxy-3-methylbutyl)phenyl]-3,6-dimethoxychromen-4-one
- English name
- Dodoviscin A
- Molecular formula
- C27H32O9
- Molecular weight
- 500.54
Names & synonyms
dodoviscin A5,7-dihydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(4-hydroxy-3-methylbutyl)phenyl]-3,6-dimethoxychromen-4-one5,7-dihydroxy-2-(4-hydroxy-3-(2-hydroxy-3-methylbut-3-enyl)-5-(4-hydroxy-3-methylbutyl)phenyl)-3,6-dimethoxychromen-4-oneRefChem:1355521372527-25-7orb1682736CHEMBL2037148SCHEMBL27013461HY-N3773XEC52725TN3882AKOS032948941
Show more names
Dodoviscin A USP/EP/BP4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-[4-hydroxy-3-(2-hydroxy-3-methyl-3-buten-1-yl)-5-(4-hydroxy-3-methylbutyl)phenyl]-3,6-dimethoxy-, (-)-
FS-8609DA-62987CS-0024193H62821
Database identifiers
- CAS
1372527-25-7- PubChem CID
- 57409962
- ChEMBL
CHEMBL2037148
Properties
Computed structural propertiesFilling in
- XLogP
- 4.4
- Topological polar surface area
- 146 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 10
- Heavy atoms
- 36
- Formal charge
- 0
- Complexity
- 811
Chemistry & industry
Applications
UsesDodoviscin A is a pigmentation-altering agent, which can be isolated from the aerial parts of Dodonaea viscosa. Dodoviscin A inhibits melanin production in B16-F10 melanoma cells. Dodoviscin A suppresses mushroom tyrosinase activity, and tyrosinase activity induced by 3-isobutyl-1-methylxanthine. Dodoviscin A also inhibits the phorphosylation of cAMP response element binding protein, induced by 3-isobutyl-1-methylxanthine and forskolin[1].
Related reactions
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Compound notes
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