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225937-10-0 molecular structure
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(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol hydrate

ChemBase ID: 133678
Molecular Formular: C15H16O7
Molecular Mass: 308.28334
Monoisotopic Mass: 308.08960285
SMILES and InChIs

SMILES:
c1cc(c(cc1[C@@H]1[C@H](Cc2c(cc(cc2O1)O)O)O)O)O.O
Canonical SMILES:
Oc1cc2O[C@H](c3ccc(c(c3)O)O)[C@H](Cc2c(c1)O)O.O
InChI:
InChI=1S/C15H14O6.H2O/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7;/h1-5,13,15-20H,6H2;1H2/t13-,15+;/m0./s1
InChIKey:
OFUMQWOJBVNKLR-NQQJLSKUSA-N

Cite this record

CBID:133678 http://www.chembase.cn/molecule-133678.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol hydrate
IUPAC Traditional name
(+)-catechol hydrate
Synonyms
trans-3,3′,4′,5,7-Pentahydroxyflavane
trans-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
(±)-Catechin hydrate
(+)-Catechin hydrate
(+)-Cyanidol-3
(2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol
反式-3,3′,4′,5,7-五羟基黄烷
反式-2-(3,4-二羟苯基)-3,4-二氢-1(2H)-苯并吡喃-3,5,7-三醇
(±)-儿茶精 水合物
(+)-儿茶精-3
(2R,3S)-2-(3,4-二羟基苯基)-3,4-二氢-1(2H)-苯并吡喃-3,5,7-三醇
(+)-儿茶素 水合物
CAS Number
225937-10-0
7295-85-4
EC Number
230-731-2
205-825-1
MDL Number
MFCD00150865
MFCD00149354
Beilstein Number
92762
3595244
PubChem SID
24278298
24853212
162227955
PubChem CID
107957

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 107957 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.004574  H Acceptors
H Donor LogD (pH = 5.5) 1.7949721 
LogD (pH = 7.4) 1.784451  Log P 1.795107 
Molar Refractivity 73.9997 cm3 Polarizability 28.420568 Å3
Polar Surface Area 110.38 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
ethanol: soluble50 mg/mL expand Show data source
Apperance
yellow to yellow with tan cast powder expand Show data source
Melting Point
~200 °C (dec.) expand Show data source
175-177 °C (anhydrous)(lit.) expand Show data source
Optical Rotation
[α]/D +26±2°, c = 1 in H2O expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥96.0% (HPLC) expand Show data source
≥96.0% (sum of enantiomers, HPLC) expand Show data source
≥98% (HPLC) expand Show data source
≥98.5% (HPLC) expand Show data source
Grade
puriss. expand Show data source
purum expand Show data source
Impurities
≤8% water expand Show data source
Empirical Formula (Hill Notation)
C15H14O6 · xH2O expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - C1251 external link
Biochem/physiol Actions
An antioxidant flavonoid of plant origin; a free radical scavenger, preventing free radical-mediated damage in a variety of biological systems. For example, at physiological pH catechin suppressed DNA strand breaks by hydroxyl radicals. It has also been shown to prevent human plasma oxidation. It delayed the consumption of endogenous lipid-soluble antioxidants and inhibited lipid oxidation.
Sigma Aldrich - 22110 external link
Caution
loses water of hydration during storage
Packaging
1 g in glass bottle
10, 50 g in poly bottle
Sigma Aldrich - 41142 external link
Biochem/physiol Actions
Polyphenolic antioxidant. Used in traditional Chinese medicine.
Sigma Aldrich - 22130 external link
Biochem/physiol Actions
Polyphenolic antioxidant. Used in traditional Chinese medicine.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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