Cardamonin

HCID 641785
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Basic information

CAS
19309-14-9
Standard SMILES
COc1cc(O)cc(O)c1C(=O)/C=C/c1ccccc1
InChIKey
NYSZJNUIVUBQMM-BQYQJAHWSA-N
Molecular formula
C16H14O4
Average molar mass
270.28 g/mol
Monoisotopic mass
270.08920893

Overview

Cardamonin is a member of chalcones.

Names & identifiers

Preferred name
Cardamonin
IUPAC
(E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one
English name
CARDAMONIN
Molecular formula
C16H14O4
Molecular weight
270.28

Names & synonyms

Cardamonin19309-14-9Alpinetin chalconeCARDAMOMINDihydroxymethoxychalcone(E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenylprop-2-en-1-one2-Propen-1-one, 1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenyl-, (2E)-H8KP1OJ8JX2'4'-Dihydroxy-6'-methoxy-chalconeRefChem:574660663-565-8(E)-Cardamonin
Show more names
(8CI)Cardamomin-RMCARDAMONIN(RG)Cardamonin, >=98%6-Diaminocaproic acidCAS19309-14-9 CARDAMONIN(E)-Cardamonin (Standard)(E)-Cardamonin, 10 mM in DMSO
(2E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-oneMFCD00238554(E)-1-(2,4-Dihydroxy-6-methoxyphenyl)-3-phenyl-2-propen-1-oneCHEMBL3781042-Propen-1-one, 1-(2,4-dihydroxy-6-methoxyphenyl)-3-phenyl-(E)-Cardamomin(E)-1-(2,4-dihydroxy-6-methoxy-phenyl)-3-phenyl-prop-2-en-1-oneCardamomin; Alpinetin chalcone

Database identifiers

CAS
19309-14-9
PubChem CID
641785
DTXSID
DTXSID201029726
ChEMBL
CHEMBL378104
ChEBI
CHEBI:186253
UNII
H8KP1OJ8JX
EC Number
663-565-8
Nikkaji
J107.395H、J258.621E

Properties

Computed structural properties

XLogP
3.5
Topological polar surface area
66.8 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
4
Rotatable bonds
4
Heavy atoms
20

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Chalcones and dihydrochalcones [PK1212]
SpringerMaterials Properties13C nuclear magnetic resonance spectrum

Physicochemical properties

Melting point
199 · 199~200℃
Boiling point
484.5 · 484.5±45.0 °C(Predicted)
Density
1.282 · 1.282±0.06 g/cm3(Predicted)
storage temp.
room temp
solubility
20 mg/mL · DMSO: ≥20mg/mL
pka
7 · 7.00±0.40(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H400 (95%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P273, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAquatic Acute 1 (95%)

Safety data

wgk
WGK 3
ridadr
UN 3077 9 / PGIII
hs_code
29242990
risk_code
50/53
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 3 items

DescriptionCardamonin (19309-14-9) inhibits NF-κB activation via inhibition of IκBα degradation and phosphorylation, IκB kinase activation and NF-κB nuclear translocation.1,2 Cardamonin displays anti-inflammatory activity in various models.3Cell permeable.

UsesCardamonin has been used as a glycogen synthase kinase 3 (GSK3) inhibitor to study its effects on β-catenin loss and gain-of-function in human preimplantation embryos.

General DescriptionThis substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Suppliers100 total

成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [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]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
成都健腾生物技术有限公司028-85159085 · [email protected]

Additional notes

DefinitionChEBI: Cardamonin is a member of chalcones.

Related reactions

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Compound notes

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