Catechin

Catechin
Names
	IUPAC name (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
	Other names Cianidanol; Cyanidanol; (+)-catechin; D-Catechin; Catechinic acid; Catechuic acid; Cianidol; Dexcyanidanol; (2R,3S)-Catechin; 2,3-trans-Catechin; (2R,3S)-Flavan-3,3′,4′,5,7-pentol
Identifiers
CAS Number	7295-85-4 (±) ; 154-23-4 (+) ; 18829-70-4 (−) ; 88191-48-4 (+), hydrate ;
3D model (JSmol)	Interactive image;
3DMet	B02102;
ChEBI	CHEBI:15600 ;
ChEMBL	ChEMBL206452 ;
ChemSpider	8711 ;
ECHA InfoCard	100.005.297
EC Number	205-825-1;
KEGG	C06562;
PubChem CID	9064;
UNII	5J4Y243W61 (±) ; 8R1V1STN48 (+) ; FHB0GX3D44 (−) ;
CompTox Dashboard (EPA)	DTXSID3022322 ;
	InChI InChI=1S/C15H14O6/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/t13-,15+/m0/s1 Key: PFTAWBLQPZVEMU-DZGCQCFKSA-N ; InChI=1/C15H14O6/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/t13-,15+/m0/s1 Key: PFTAWBLQPZVEMU-DZGCQCFKBX;
	SMILES Oc1ccc(cc1O)[C@H]3Oc2cc(O)cc(O)c2C[C@@H]3O;
Properties
Chemical formula	C15H14O6
Molar mass	290.271 g·mol−1
Appearance	Colorless solid
Melting point	175 to 177 °C (347 to 351 °F; 448 to 450 K)
UV-vis (λmax)	276 nm
Chiral rotation ([α]D)	+14.0°
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Mutagenic for mammalian somatic cells, mutagenic for bacteria and yeast
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	(+)-catechin : 10,000 mg/kg in rat (RTECS); 10,000 mg/kg in mouse; 3,890 mg/kg in rat (other source)
Safety data sheet (SDS)	sciencelab AppliChem[permanent dead link‍]
Pharmacology
Routes of; administration	Oral
	Pharmacokinetics:
Excretion	Urines
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Catechin /ˈkætɪkɪn/ is a flavan-3-ol, a type of secondary metabolite providing antioxidant roles in plants. It belongs to the subgroup of polyphenols called flavonoids.

The name of the catechin chemical family derives from catechu, which is the tannic juice or boiled extract of Mimosa catechu (Acacia catechu L.f).^[1]

^ "Cutch and catechu plant origin". Food and Agriculture Organization of the United Nations. 5 November 2011. Archived from the original on 10 February 2019. Retrieved 26 July 2016.

[1] "Cutch and catechu plant origin". Food and Agriculture Organization of the United Nations. 5 November 2011. Archived from the original on 10 February 2019. Retrieved 26 July 2016.

[1]

Names


IUPAC name (2R,3S)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
Other names Cianidanol Cyanidanol (+)-catechin D-Catechin Catechinic acid Catechuic acid Cianidol Dexcyanidanol (2R,3S)-Catechin 2,3-trans-Catechin (2R,3S)-Flavan-3,3′,4′,5,7-pentol
Identifiers
CAS Number	7295-85-4 (±)^Y 154-23-4 (+)^Y 18829-70-4 (−)^Y 88191-48-4 (+), hydrate^N
3D model (JSmol)	Interactive image
3DMet	B02102
ChEBI	CHEBI:15600^Y
ChEMBL	ChEMBL206452^N
ChemSpider	8711^Y
ECHA InfoCard	100.005.297
EC Number	205-825-1
KEGG	C06562
PubChem CID	9064
UNII	5J4Y243W61 (±)^Y 8R1V1STN48 (+)^Y FHB0GX3D44 (−)^Y
CompTox Dashboard (EPA)	DTXSID3022322
InChI InChI=1S/C15H14O6/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/t13-,15+/m0/s1^Y Key: PFTAWBLQPZVEMU-DZGCQCFKSA-N^Y InChI=1/C15H14O6/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/t13-,15+/m0/s1 Key: PFTAWBLQPZVEMU-DZGCQCFKBX
SMILES Oc1ccc(cc1O)[C@H]3Oc2cc(O)cc(O)c2C[C@@H]3O
Properties
Chemical formula	C₁₅H₁₄O₆
Molar mass	290.271 g·mol⁻¹
Appearance	Colorless solid
Melting point	175 to 177 °C (347 to 351 °F; 448 to 450 K)
UV-vis (λ_max)	276 nm
Chiral rotation ([α]_D)	+14.0°
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Mutagenic for mammalian somatic cells, mutagenic for bacteria and yeast
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	(+)-catechin : 10,000 mg/kg in rat (RTECS) 10,000 mg/kg in mouse 3,890 mg/kg in rat (other source)
Safety data sheet (SDS)	sciencelab AppliChem^{[permanent dead link‍]}
Pharmacology
Routes of administration	Oral
Pharmacokinetics:
Excretion	Urines
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references