NPs Basic Information

Name
Cianidanol
Molecular Formula C15H14O6
IUPAC Name*
(2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol
SMILES
C1[C@@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=C(C=C3)O)O)O
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
InChIKey
PFTAWBLQPZVEMU-DZGCQCFKSA-N
Synonyms
(+)-catechin; Cianidanol; CATECHIN; 154-23-4; Catechuic acid; Catechinic acid; Cyanidanol; D-Catechin; Catergen; Cianidol; (+)-Catechol; (+)-Cyanidanol; Biocatechin; (+)-Cyanidan-3-ol; D-Catechol; D-(+)-Catechin; Dexcyanidanol; (+)-Catechin Hydrate; Catechin (flavan); Catechol (flavan); (2R,3S)-Catechin; (2R,3S)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol; 3-Cyanidanol, (+)-; DL-Catechin; (2R,3S)-(+)-Catechin; Cianidanolum; dl-Catechol; (+)-Cianidanol; 3,3',4',5,7-Flavanpentol; KB-53; (+)-Cyanidanol-3; 7295-85-4; CCRIS 6855; (+)-3',4',5,7-Tetrahydroxy-2,3-trans-flavan-3-ol; (2R,3S)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol; (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-chromene-3,5,7-triol; 2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-; NSC 2819; NSC-2819; Catechin, d-; Catechol (+); CHEBI:15600; AI3-22757; NSC2819; (+)-(2R,3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol; CATECHIN, D; (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; Catechin-(+,-) hydrate; 2H-1-benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R,3S)-; 8R1V1STN48; CHEMBL311498; (2R-trans)-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; 5J4Y243W61; 100786-01-4; 225937-10-0; Catechu; Gambier; Transepar; Katha; trans-(+)-3,3',4',5,7-Flavanpentol; Zyma; Cyanidanol-3; (+)-Cyanidol-3; Cutch (dye); (+)-(2R:3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol; Epicatechin-(-); Cianidanol [INN:JAN]; MLS001056745; Cianidanolum [INN-Latin]; Catechine dl-form; (+-)-catechin; 2,3-trans-catechin; 2,3-Dihydro-4-desoxoquercetin; KB 53; SR-01000075742; SMR000326724; EINECS 205-825-1; UNII-8R1V1STN48; Catechinate; Catechuate; Drenoliver; rac-catechin; (2R,3S)-3,3',4',5,7-Flavanpentol; Tanningenic acid; DL-Catechine; UNII-5J4Y243W61; Z 7300; Teafuran 30A; KXN; Prestwick_998; Sunkatol No. 1; EINECS 230-731-2; (+/-)-catechol; 2-(3,4-Dihydroxyphenyl)chromane-3,5,7-triol; RACEMIC CATECHIN; Spectrum_000395; (+)-Catechin,(S); 2-(3,4-Dihydroxyphenyl)-3,5,7-chromanetriol #; CATECHIN [MI]; CATECHIN, DL-; CATECHIN [VANDF]; CIANIDANOL [INN]; CIANIDANOL [JAN]; Prestwick0_000642; Prestwick0_000817; Prestwick1_000642; Prestwick1_000817; Prestwick2_000642; Prestwick2_000817; Prestwick3_000642; Spectrum2_000167; Spectrum3_000242; Spectrum4_001763; Spectrum5_000345; Epitope ID:116872; trans-2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol; CIANIDANOL [MART.]; CIANIDANOL [WHO-DD]; Lopac0_000219; SCHEMBL19741; BSPBio_000643; BSPBio_001624; KBioGR_002245; KBioSS_000875; BIDD:ER0378; DivK1c_000647; (+)-2-(3,4-Dihydroxyphenyl)-3,5,7-chromantriol; SPBio_000033; SPBio_002564; SPBio_002634; CATECHIN DL-FORM [MI]; BPBio1_000709; cid_107957; (3S,2R)-2-(3,4-dihydroxyphenyl)chromane-3,5,7-triol; CATECHOL, (+/-)-; DTXSID3022322; ACon1_001489; BDBM23416; BDBM60836; CIANIDANOL, (+/-)-; HMS502A09; KBio1_000647; KBio2_000875; KBio2_003443; KBio2_006011; KBio3_001124; YK-85 Light Yellow Powder 85; (+)-CATECHIN [USP-RS]; 4c94; NINDS_000647; DTXSID001349029; HMS1570A05; HMS1570D15; HMS2097A05; HMS3260L19; Pharmakon1600-00210205; ZINC119983; (+)-Catechin, analytical standard; HY-N0898; TNP00270; Tox21_500219; CCG-40007; LMPK12020001; NSC755824; s3974; s4722; STL570276; trans3,3,4,5,7 pentahydroxyflavane; AKOS015960546; CS-3759; DB14086; LP00219; ND-0342; NSC-755824; SDCCGMLS-0066526.P001; SDCCGSBI-0050207.P004; IDI1_000647; NCGC00017331-01; NCGC00017331-02; NCGC00017331-03; NCGC00017331-04; NCGC00017331-05; NCGC00017331-19; NCGC00093689-01; NCGC00093689-02; NCGC00093689-03; NCGC00260904-01; AC-11608; AC-35859; AS-72772; NCI60_002303; (+)-Catechin 1000 microg/mL in Acetone; SBI-0050207.P003; EU-0100219; ( inverted exclamation markA)-Catechin hydrate; (+)-Catechin 1000 microg/mL in Acetonitrile; C 1251; C06562; D95105; H10916; AB00051886_13; EN300-6498629; (+/-)-Catechin 1000 microg/mL in Acetonitrile; 154C234; A809512; A878497; NATURAL BROWN 3 (CUTCH EXTRA OR GAMBIER); Q415007; Q-100183; SR-01000075742-1; SR-01000075742-7; SR-01000075742-8; SR-01000075742-9; BRD-K58736316-001-07-9; BRD-K58736316-001-08-7; SR-01000075742-10; SR-01000075742-12; SR-01000075742-14; (+)-CATECHIN (CONSTITUENT OF MARITIME PINE) [DSC]; D4A04A57-7609-451F-A446-53F4DFAD15F5; (2R,3S)-2-(3,4-dihydroxyphenyl)chroman-3,5,7-triol;hydrate; (+)-Catechin, United States Pharmacopeia (USP) Reference Standard; (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-1H-chromene-3,5,7-triol; (+)-Catechin, Pharmaceutical Secondary Standard; Certified Reference Material; (2R,3S)-2-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol;hydrate; (2R,3S)-2-[3,4-bis(oxidanyl)phenyl]-3,4-dihydro-2H-chromene-3,5,7-triol;hydrate; (2R-trans)-2-(3,4-Dihydroxyphenyl)-3-4-dihydro-2H-1-benzopyran-3,5,7-triol; 2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol, (2R-trans); 2H-1-Benzopyran-3,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-; 2H-1-BENZOPYRAN-3,5,7-TRIOL, 2-(3,4-DIHYDROXYPHENYL)-3,4-DIHYDRO-, (2S,3R)-REL-; 321-01-7
CAS 154-23-4
PubChem CID 9064
ChEMBL ID CHEMBL311498
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Flavonoids
        • Subclass: Flavans
          • Direct Parent: Catechins

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 290.27 ALogp: 0.4
HBD: 5 HBA: 6
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 110.0 Aromatic Rings: 3
Heavy Atoms: 21 QED Weighted: 0.514

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -6.052 MDCK Permeability: 0.00000455
Pgp-inhibitor: 0.008 Pgp-substrate: 0.01
Human Intestinal Absorption (HIA): 0.035 20% Bioavailability (F20%): 0.998
30% Bioavailability (F30%): 1

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.029 Plasma Protein Binding (PPB): 89.23%
Volume Distribution (VD): 0.656 Fu: 12.92%

ADMET: Metabolism

CYP1A2-inhibitor: 0.36 CYP1A2-substrate: 0.232
CYP2C19-inhibitor: 0.038 CYP2C19-substrate: 0.055
CYP2C9-inhibitor: 0.29 CYP2C9-substrate: 0.818
CYP2D6-inhibitor: 0.184 CYP2D6-substrate: 0.385
CYP3A4-inhibitor: 0.432 CYP3A4-substrate: 0.171

ADMET: Excretion

Clearance (CL): 17.301 Half-life (T1/2): 0.896

ADMET: Toxicity

hERG Blockers: 0.033 Human Hepatotoxicity (H-HT): 0.103
Drug-inuced Liver Injury (DILI): 0.07 AMES Toxicity: 0.604
Rat Oral Acute Toxicity: 0.56 Maximum Recommended Daily Dose: 0.136
Skin Sensitization: 0.953 Carcinogencity: 0.185
Eye Corrosion: 0.004 Eye Irritation: 0.915
Respiratory Toxicity: 0.108
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC000699 1.000 D07MGA 0.469
ENC001068 0.611 D0K8KX 0.439
ENC000700 0.469 D04AIT 0.432
ENC001438 0.443 D0AZ8C 0.381
ENC001529 0.439 D0U3YB 0.326
ENC001534 0.432 D0R6BI 0.315
ENC004203 0.378 D02FCQ 0.283
ENC004389 0.375 D0KN2M 0.282
ENC003305 0.368 D06KYN 0.268
ENC000940 0.349 D07MOX 0.268
*Note: the compound similarity was calculated by RDKIT.