Isobavachalcone

HCID 5281255CAS 20784-50-3
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)=CCc1c(O)ccc(C(=O)/C=C/c2ccc(O)cc2)c1O
InChIKey
DUWPGRAKHMEPCM-IZZDOVSWSA-N
Molecular formula
C20H20O4
Average molar mass
324.4 g/mol
Monoisotopic mass
324.13615912

Overview

Isobavachalcone is a member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'. It has a role as a metabolite, an antibacterial agent and a platelet aggregation inhibitor. It is a member of chalcones and a polyphenol. It is functionally related to a trans-chalcone.

Names & identifiers

Preferred name
Isobavachalcone
IUPAC
(E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
English name
ISOBAVACHALCONE
Molecular formula
C20H20O4
Molecular weight
324.37

Names & synonyms

Isobavachalcone20784-50-3CorylifolininIsobacachalcone(E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-oneZWO2SC993A2',4,4'-Trihydroxy-3'-(3-methyl-2-butenyl)chalconeCHEBI:28106DTXSID601317123(E)-1-(2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-oneRefChem:40687DTXCID001746940
Show more names
CS-446IsobawachalconeIsobavachalcone-RMIsobavachalcone (Standard)Isobavachalcone/CorylifolininCorylifolinin(Isobavachalcone)Isobavachalcone, Akt inhibitor
4-HydroxyisocordoinMFCD00902090(E)-1-(2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-oneCorylifolinin;Isobacachalcone(2E)-1-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)phenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one(E)-1-[2,4-Dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(4-hydroxyphenyl)-2-propen-1-one54676-49-22-Propen-1-one, 1-[2,4-dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(4-hydroxyphenyl)-, (2E)-

Database identifiers

CAS
20784-50-3、54676-49-2
PubChem CID
5281255
DTXSID
DTXSID601317123
ChEMBL
CHEMBL253467
ChEBI
CHEBI:28106
UNII
ZWO2SC993A
Nikkaji
J1.041.729E、J19.902H

Properties

Computed structural properties

XLogP
5.1
Topological polar surface area
77.8 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
5
Heavy atoms
24

Experimental & physicochemical properties

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

Physicochemical properties

Melting point
156.8 · 156.8-157.8 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
Boiling point
549 · 549.0±50.0 °C(Predicted)
Density
1.243 · 1.243±0.06 g/cm3(Predicted)
storage temp.
-20 °C · Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility
Soluble in DMSO
pka
7.99 · 7.99±0.40(Predicted)

Safety & regulation

Safety data

wgk
WGK 3
Signal word
Danger
Symbol(GHS)
GHS06
Storage Class
11 - Combustible Solids
Hazard statements
H301
Precautionary statements
P501-P270-P264-P301+P310+P330-P405

Chemistry & industry

Applications

UsesIsobavachalcone is an inhibitor of platelet aggregation.

Upstream & downstream products

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都曼思特生物科技有限公司18010516991 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]

Additional notes

DefinitionChEBI: A member of the class of chalcones that is trans-chalcone substituted by hydroxy groups at positions 4, 2' and 4' and a prenyl group at position 3'.

Related reactions

1 records
New reaction record

Linked notes

Loading…