Butein

HCID 5281222
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Basic information

CAS
21849-70-7
Standard SMILES
O=C(/C=C/c1ccc(O)c(O)c1)c1ccc(O)cc1O
InChIKey
AYMYWHCQALZEGT-ORCRQEGFSA-N
Molecular formula
C15H12O5
Average molar mass
272.25 g/mol
Monoisotopic mass
272.06847348

Overview

Butein is a chalcone that is (E)-chalcone bearing four additional hydroxy substituents at positions 2', 3, 4 and 4'. It has a role as a radiosensitizing agent, a geroprotector, an antioxidant, a hypoglycemic agent, an antineoplastic agent, a tyrosine kinase inhibitor, an EC 1.1.1.21 (aldehyde reductase) inhibitor and a plant metabolite. It is a member of chalcones and a polyphenol.

Names & identifiers

Preferred name
Butein
IUPAC
(E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one
English name
BUTEIN
Molecular formula
C15H12O5
Molecular weight
272.25

Names & synonyms

butein487-52-52',3,4,4'-Tetrahydroxychalcone(E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-one2',4',3,4-Tetrahydroxychalcone4WVS5M0LGFCHEBI:3237DTXSID101025569NSC-6528922-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-RefChem:30964DTXCID801509815
Show more names
BUTANOL2',3,4,4'-TETRAHYDROCHALCONE(2E)-CS-5675BUTEIN(P)CCG208298BUTEIN(SH)Butein >AC 1NQY7L)
2',3,4,4'-Tetrahydroxy-chalcone207-659-53,4,2',4'-TetrahydroxychalconeAC1NQY7LMFCD00017300Chalcone, 2',3,4,4'-tetrahydroxy-(2E)-1-(2,4-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)prop-2-en-1-oneCHEMBL128000

Database identifiers

CAS
21849-70-7、487-52-5
PubChem CID
5281222
DTXSID
DTXSID101025569
ChEMBL
CHEMBL128000
ChEBI
CHEBI:3237
UNII
4WVS5M0LGF
EC Number
207-659-5
Nikkaji
J11.660B、J277.632D

Properties

Computed structural properties

XLogP
2.8
Topological polar surface area
98 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
5
Rotatable bonds
3
Heavy atoms
20

Experimental & physicochemical properties

LipidsPolyketides [PK] -> Flavonoids [PK12] -> Chalcones and dihydrochalcones [PK1212]
Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point
216 °C · 216°C
Boiling point
560.9 · 560.9±50.0 °C(Predicted)
Density
1.483 · 1.483±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
50 mg/mL · DMSO: >50 mg/mL
form
solid

Safety & regulation

GHS classification

GHS Classification · 3 items

This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.

Not Classified

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesNot Classified

Safety data

wgk
3
hs_code
29145090
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
22-24/25
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications · 2 items

UsesButrin, isobutrin, and butein from medicinal plant Butea monosperma selectively inhibit nuclear factor-κB in activated human mast cells: suppression of tumor necrosis factor-α, interleukin (IL)-6, and IL-8. Anti-inflammatory agent

General DescriptionButein (2′,3,4,4′-tetrahydroxychalcone) is a chalcone and a flavonoid, that is produced in plants. It is a plant polyphenol and a bioactive constituent, that is extracted from the heartwood ofDalbergia odorifera, Caragana jubata andRhus vernicifluastokes, and the stem bark of cashews (Semecarpus anacardium).

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [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]
江苏永健医药科技有限公司17701422015
成都彼样生物科技有限公司18108052721 · [email protected]

Additional notes

DefinitionChEBI: A chalcone that is (E)-chalcone bearing four additional hydroxy substituents at positions 2', 3, 4 and 4'.

Related reactions

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Compound notes

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