UCSF

ZINC00119988

Substance Information

In ZINC since Heavy atoms Benign functionality
July 23rd, 2004 21 No

Other Names:

(+)-Catechin Hydrate

(+)-Catechin [154-23-4]

(+)-CATECHIN; [154-23-4]

(+/-)-Catechin; C17590; Catechin

(+/-)-EPICATECHIN

(-)-(2R:3R)-5,7,3',4'-Tetrahydroxyflavan-3-ol; (-)-Epicatechin; (-)-Epicatechol; (2R,3R)-(-)-Epicatechin; 2-(3,4-Dihydroxyphenyl)-2,3,4-trihydro-3,5,7-trihydroxychromene; 2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3R)-; 2H-1-Be

(-)-catechin

(-)-EPICATECHIN

(-)-Epicatechin [490-46-0]; (3,5,7,3',4'-Pentahydroxyflavan)

(-)-Epicatechin, 98%+

(-)-epicatechin; 2,3-cis-epicatechin; CPD-7630; epicatechin

(-)-Epicatechin; 490-46-0; C09727

(-)-EPICATECHIN; [490-46-0]

(-)-Epicatechin;(-)-Epicatechol;(2R,3R)-(-)-Epicatechin;3,3',4',5,7-Pentahydroxyflavane;alpha-Catechin;Epicatechol;Epigallocatechin;L(-)-Epicatechin;L-Acacatechin;L-Epicatechin;L-Epicatechol

(2R,3R)-2-(3,4-Dihydroxy-phenyl)-chroman-3,5,7-triol

(2R,3R)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol

(2R,3R)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol

(2R,3R)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol

(_)-cis-3,3_,4_,5,7-Pentahydroxyflavane

(¡À)-Catechinhydrate

2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol

490-46-0; Epicatechin-(-); Prestwick_203

813

Acacatechin

BRD-A61899133-002-02-2

catechin

Catechin Hydrate

CHEBI:18484

Cianidanol

Cola (genus), ext; Cola extract; Cola nut extract; EINECS 272-824-0; FEMA No. 2607; KOLA NUT, EXTRACT (COLA ACUMINATA SCHOTT ET ENDL.); Kola extract; Kola nut extract; Kolas nut extract (Cola acuminata Schott et EndL.); LS-181728

Colatein

DL-Catechin [7295-85-4]

DL-CATECHIN; [7295-85-4]

DNC013889

Epicatechin (Epicatechol; Acacatechin; Kakaol)

Epicatechol

Kakaol

L-Epicatechin

MFCD00066757

MFCD00075648

MFCD00075649

MFCD00135995

MFCD00150865

Teacatechin I

Download: MOL2 SDF SMILES Flexibase

Annotations

Vendors

Physical Representations

Type pH range xlogP Des A‑Pol Apolar desolvation (kcal/mol) Des Pol Polar desolvation (kcal/mol) H Don H-bond donors H Acc H-bond acceptors Chg Net charge tPSA (Ų) MWT Molecular weight (g/mol) RB Rotatable bonds DL
Ref Reference (pH 7) 1.37 -4.31 -13.19 5 6 0 110 290.271 1

Vendor Notes

Note Type Comments Provided By
biological_source Widespread in plants. First isol. in 1832 from Gambir-catechu (from Nauclea gambir) (most early isolates a mixt. of (+)-catechin and (–)-epicatechin) ZereneX Building Blocks
Molecular_Solubility 1.494 Bitter DB
MP 132-140o C Indofine
MP 175-177 °C (anhydrous)(lit.) Indofine
MP 240 °C (dec.)(lit.) Indofine
Purity 95% Fluorochem
MP 96 TCI
Target Activator of 90 kDa heat shock protein ATPase homolog 1(O95433)&Apoptosis regulator BAX(Q07812)&Cyclin-dependent kinase inhibitor 1(P38936)&Caspase-3(P42574)&Nitric oxide synthase, inducible(P35228)&Inhibitor of nuclear factor kappa-B kinase subunit beta( Herbal Ingredients Targets
biological_use Antidiabetic IBScreen Bioactives
biological_use Antiinflammatory agent IBScreen Bioactives IBScreen Bioactives
Therapy antioxidant SMDC MicroSource
Target Collagen alpha-4(IV) chain(P53420)&Matrix metalloproteinase-9(P14780)&P-selectin(P16109) Herbal Ingredients Targets
mechanism Converts proinsulin to insulin IBScreen Bioactives
mechanism Converts proinsulin to insulin, ZereneX Building Blocks
mechanism Converts proinsulin to insulin IBScreen Bioactives
Target Erythroid transcription factor(P15976)&Transcription factor PU.1(P17947)&Nuclear factor erythroid 2-related factor 2(Q16236) Herbal Ingredients Targets
mechanism Modulator of erythrocyte membrane bound IBScreen Bioactives
Target Prostaglandin G/H synthase 2(P35354)&Caspase-3(P42574)&Endothelin-1(P05305)&Glyceraldehyde-3-phosphate dehydrogenase(P04406)&Myc proto-oncogene protein(P01106)>Pase HRas(P01112)&Corticosteroid 11-beta-dehydrogenase isozyme 2(P80365)&Fatty acid synthase( Herbal Ingredients Targets
biological_use Shows hepatotropic activity IBScreen Bioactives

Activity (Go SEA)

Clustered Target Annotations
Code Description Organism Class Affinity (nM) LE (kcal/mol/atom) Type
CAH1-1-E Carbonic Anhydrase I (cluster #1 Of 12), Eukaryotic Eukaryotes 2420 0.37 Binding ≤ 10μM
CAH12-2-E Carbonic Anhydrase XII (cluster #2 Of 9), Eukaryotic Eukaryotes 4720 0.36 Binding ≤ 10μM
CAH15-4-E Carbonic Anhydrase 15 (cluster #4 Of 6), Eukaryotic Eukaryotes 7680 0.34 Binding ≤ 10μM
CAH2-1-E Carbonic Anhydrase II (cluster #1 Of 15), Eukaryotic Eukaryotes 1840 0.38 Binding ≤ 10μM
CAH3-2-E Carbonic Anhydrase III (cluster #2 Of 6), Eukaryotic Eukaryotes 3580 0.36 Binding ≤ 10μM
CAH4-3-E Carbonic Anhydrase IV (cluster #3 Of 16), Eukaryotic Eukaryotes 4900 0.35 Binding ≤ 10μM
CAH5A-6-E Carbonic Anhydrase VA (cluster #6 Of 10), Eukaryotic Eukaryotes 4210 0.36 Binding ≤ 10μM
CAH5B-4-E Carbonic Anhydrase VB (cluster #4 Of 9), Eukaryotic Eukaryotes 4020 0.36 Binding ≤ 10μM
CAH6-1-E Carbonic Anhydrase VI (cluster #1 Of 8), Eukaryotic Eukaryotes 4910 0.35 Binding ≤ 10μM
CAH7-2-E Carbonic Anhydrase VII (cluster #2 Of 8), Eukaryotic Eukaryotes 450 0.42 Binding ≤ 10μM
CAH9-3-E Carbonic Anhydrase IX (cluster #3 Of 11), Eukaryotic Eukaryotes 5030 0.35 Binding ≤ 10μM
PGH1-2-E Cyclooxygenase-1 (cluster #2 Of 6), Eukaryotic Eukaryotes 2000 0.38 Binding ≤ 10μM
ChEMBL Target Annotations
Uniprot Swissprot Description Affinity (nM) LE (kcal/mol/atom) Type
CAH7_HUMAN P43166 Carbonic Anhydrase VII, Human 450 0.42 Binding ≤ 1μM
CAH15_MOUSE Q99N23 Carbonic Anhydrase 15, Mouse 7680 0.34 Binding ≤ 10μM
CAH1_HUMAN P00915 Carbonic Anhydrase I, Human 2420 0.37 Binding ≤ 10μM
CAH2_HUMAN P00918 Carbonic Anhydrase II, Human 1840 0.38 Binding ≤ 10μM
CAH3_HUMAN P07451 Carbonic Anhydrase III, Human 3580 0.36 Binding ≤ 10μM
CAH4_HUMAN P22748 Carbonic Anhydrase IV, Human 4900 0.35 Binding ≤ 10μM
CAH9_HUMAN Q16790 Carbonic Anhydrase IX, Human 5030 0.35 Binding ≤ 10μM
CAH5A_HUMAN P35218 Carbonic Anhydrase VA, Human 4210 0.36 Binding ≤ 10μM
CAH5B_HUMAN Q9Y2D0 Carbonic Anhydrase VB, Human 4020 0.36 Binding ≤ 10μM
CAH6_HUMAN P23280 Carbonic Anhydrase VI, Human 4910 0.35 Binding ≤ 10μM
CAH7_HUMAN P43166 Carbonic Anhydrase VII, Human 450 0.42 Binding ≤ 10μM
CAH12_HUMAN O43570 Carbonic Anhydrase XII, Human 4720 0.36 Binding ≤ 10μM
PGH1_SHEEP P05979 Cyclooxygenase-1, Sheep 2000 0.38 Binding ≤ 10μM

Reactome Annotations from Targets (via Uniprot)

Description Species
Erythrocytes take up carbon dioxide and release oxygen
Erythrocytes take up oxygen and release carbon dioxide
Regulation of gene expression by Hypoxia-inducible Factor
Reversible hydration of carbon dioxide

Analogs ( Draw Identity 99% 90% 80% 70% )