Basic information
- CAS
16545-23-6- Standard SMILES
COc1c(OC)c(O)c2c(=O)cc(-c3ccc(O)cc3)oc2c1OC- InChIKey
SAMBWAJRKKEEOR-UHFFFAOYSA-N- Molecular formula
- C18H16O7
- Average molar mass
- 344.3 g/mol
- Monoisotopic mass
- 344.08960285
Overview
Xanthomicrol is a trimethoxyflavone that is flavone substituted by methoxy groups at positions 6, 7 and 8 and hydroxy groups at positions 5 and 4'. It has a role as an antineoplastic agent and a plant metabolite. It is a trimethoxyflavone and a dihydroxyflavone. It is functionally related to a flavone.
Names & identifiers
- Preferred name
- Xanthomicrol
- IUPAC
- 5-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxychromen-4-one
- English name
- 5,4''-DIHYDROXY-6,7,8-TRIMETHOXYFLAVONE
- Molecular formula
- C18H16O7
- Molecular weight
- 344.32
Names & synonyms
Xanthomicrol16545-23-64',5-dihydroxy-6,7,8-trimethoxyflavone5-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxychromen-4-one5-Hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-4H-1-benzopyran-4-one5-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-4H-chromen-4-one3IN82Y8CAA4H-1-Benzopyran-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-NSC-79323CHEBI:35047DTXSID20167947RefChem:195145
Show more names
5,4''-DIHYDROXY-6,7,8-TRIMETHOXYFLAVONE
DTXCID30904384H-1-Benzopyran-4-one,5-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-5,4'-DIHYDROXY-6,7,8-TRIMETHOXYFLAVONECHEMBL4761215-hydroxy-2-(4-hydroxyphenyl)-6,7,8-trimethoxy-chromen-4-oneUNII-3IN82Y8CAANSC 793238-Methoxycirsimaritin
Database identifiers
- CAS
16545-23-6- PubChem CID
- 73207
- DTXSID
DTXSID20167947- ChEMBL
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 94.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 4
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 512
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavones and Flavonols [PK1211]
Melting Point227 - 230 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 225 °C · 225 °C
- Boiling point
- 609.9 · 609.9±55.0 °C(Predicted)
- Density
- 1.387 · 1.387±0.06 g/cm3(Predicted)
- pka
- 6.85 · 6.85±0.40(Predicted)
- form
- Solid
- color
- Light yellow to yellow
- FDA UNII
- 3 IN82Y8CAA · 3IN82Y8CAA
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
UsesXanthomicrol inhibits growth of human prostate cancer LNCaP cells by epigenetically restoring p21 gene expression and inhibiting cancer stem-like cell proliferation.
Upstream & downstream products
Downstream products
Suppliers15 total
广州佳途科技股份有限公司81960175-877 18933936954 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
常州平博医药研发有限公司086-0519-83990708 18915800124 · [email protected]
BOC Sciences
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…