Natural Product: ENC001550

NPs Basic Information

Download MOL File
Name
Genistein
Molecular Formula C15H10O5
IUPAC Name*
5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one
SMILES
C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)O)O
InChI
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H
InChIKey
TZBJGXHYKVUXJN-UHFFFAOYSA-N
Synonyms
genistein; 446-72-0; Prunetol; 4',5,7-Trihydroxyisoflavone; Genisterin; Genisteol; Sophoricol; 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one; 5,7,4'-Trihydroxyisoflavone; Bonistein; Differenol A; 5,7-dihydroxy-3-(4-hydroxyphenyl)chromen-4-one; NPI 031L; 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-; C.I. 75610; SIPI 807-1; MFCD00016952; 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-benzopyrone; NSC 36586; Genistein [USAN]; NSC36586; CHEMBL44; NSC-36586; Bio 300; ISOFLAVONE, 4',5,7-TRIHYDROXY-; MLS000738127; DH2M523P0H; NPI-031L; Genestein; CHEBI:28088; BIO-300; SIPI-807-1; Genistein (USAN); FW-635I-2; GEN; NCGC00015479-09; DSSTox_CID_2308; DSSTox_RID_76542; DSSTox_GSID_22308; CAS-446-72-0; Lactoferrin-genistein; CCRIS 7675; 4',5, 7-Trihydroxyisoflavone; SR-01000075498; EINECS 207-174-9; BRN 0263823; UNII-DH2M523P0H; STO514; HSDB 7475; PTI G4660; PTI-G4660; SIPI-9764-I; 3kgt; 3kgu; Genistein, 8; Genistein,(S); PTI-G 4660; TNP00151; Genistein (flavonoid); Spectrum_000320; Tocris-1110; 1x7r; 2qa8; Genistein 85% HPLC; GENISTEIN [INN]; SpecPlus_000305; GENISTEIN [MI]; GENISTEIN [HSDB]; GENISTEIN [INCI]; Spectrum2_000638; Spectrum3_000678; Spectrum4_001543; Spectrum5_000106; Lopac-G-6649; 4',7-Trihydroxyisoflavone; GENISTEIN [MART.]; MolMap_000022; UPCMLD-DP096; G 6649; GENISTEIN [USP-RS]; GENISTEIN [WHO-DD]; 4,5,7-Trihydroxyisoflavone; Isoflavone,5,7-trihydroxy-; Lopac0_000520; Oprea1_224620; Oprea1_437815; SCHEMBL19166; BSPBio_002375; KBioGR_002006; KBioGR_002564; KBioSS_000800; KBioSS_002573; NPI031L; SPECTRUM210296; 5-18-04-00594 (Beilstein Handbook Reference); BIDD:ER0113; DivK1c_006401; Genistein, analytical standard; SPBio_000636; 4',5,7-trihydroxy-Isoflavone; GTPL2826; MEGxp0_000568; 4,5,7-Trihydroxy Iso-Flavone; DTXSID5022308; UPCMLD-DP096:001; ACon1_001065; BDBM19459; cid_5280961; KBio1_001345; KBio2_000800; KBio2_002564; KBio2_003368; KBio2_005132; KBio2_005936; KBio2_007700; KBio3_001595; KBio3_003042; CHEBI: 28088; cMAP_000086; Bio1_000445; Bio1_000934; Bio1_001423; HMS2271K09; HMS3261H21; HMS3267K14; HMS3412I13; HMS3428M01; HMS3649B22; HMS3654D17; HMS3676I13; HMS3742I07; ACT05962; ALBB-015886; AMY25676; BCP07581; Tox21_110161; Tox21_201428; Tox21_300585; Tox21_500520; AC-472; BBL010484; CCG-38551; HB2775; LMPK12050218; s1342; STK801619; WHO 11073; ZINC18825330; AKOS001590147; Tox21_110161_1; CS-1534; DB01645; KS-5128; LP00520; SB17235; SDCCGSBI-0050503.P003; SMP1_000133; Genistein; 4',5,7-Trihydroxyisoflavone; NCGC00015479-01; NCGC00015479-02; NCGC00015479-04; NCGC00015479-05; NCGC00015479-06; NCGC00015479-07; NCGC00015479-08; NCGC00015479-10; NCGC00015479-11; NCGC00015479-12; NCGC00015479-13; NCGC00015479-14; NCGC00015479-15; NCGC00015479-16; NCGC00015479-17; NCGC00015479-18; NCGC00015479-19; NCGC00015479-20; NCGC00015479-38; NCGC00025005-01; NCGC00025005-02; NCGC00025005-03; NCGC00025005-04; NCGC00025005-05; NCGC00025005-06; NCGC00025005-07; NCGC00169711-01; NCGC00169711-02; NCGC00254275-01; NCGC00258979-01; NCGC00261205-01; 690224-00-1; HY-14596; NCI60_003369; SMR000112580; SY050124; EU-0100520; FT-0603395; FT-0668961; FT-0668962; G0272; SW203763-2; 46G720; C06563; D11680; EN300-210743; G-2535; Genistein, synthetic, >=98% (HPLC), powder; K00046; US8552057, 2; AB00052696_09; AB00052696_12; 5,7-dihydroxy-3-(4-hydroxyphenyl)-chromen-4-one; A826657; Q415957; GENISTEIN (CONSTITUENT OF RED CLOVER) [DSC]; Genistein, primary pharmaceutical reference standard; Q-100484; SR-01000075498-1; SR-01000075498-3; SR-01000075498-6; 3-(4-hydroxyphenyl)-5,7-bis(oxidanyl)chromen-4-one; BRD-K43797669-001-02-3; BRD-K43797669-001-03-1; BRD-K43797669-001-10-6; Genistein, from Glycine max (soybean), ~98% (HPLC); SR-01000075498-10; 5,7-dihydroxy-3-(4-hydroxyphenyl)-1-benzopyran-4-one; F0001-2388; GENISTEIN (CONSTITUENT OF SOY ISOFLAVONES) [DSC]; 4H-1-Benzopyran-4-one,7-dihydroxy-3-(4-hydroxyphenyl)-; 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4 H-1-benzopyran-4-one; Genistein, United States Pharmacopeia (USP) Reference Standard; Genistein, Pharmaceutical Secondary Standard; Certified Reference Material; 5,7-DIHYDROXY-3-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE; 4',5,7-TRIHYDROXYISOFLAVONE; PRUNETOL; GENISTEOL
CAS 446-72-0
PubChem CID 5280961
ChEMBL ID CHEMBL44
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Isoflavonoids
        • Subclass: Isoflav-2-enes
          • Direct Parent: Isoflavones

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: 270.24 ALogp: 2.7
HBD: 3 HBA: 5
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 87.0 Aromatic Rings: 3
Heavy Atoms: 20 QED Weighted: 0.63

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.764 MDCK Permeability: 0.00000780
Pgp-inhibitor: 0.007 Pgp-substrate: 0.693
Human Intestinal Absorption (HIA): 0.01 20% Bioavailability (F20%): 0.863
30% Bioavailability (F30%): 0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.02 Plasma Protein Binding (PPB): 97.56%
Volume Distribution (VD): 0.471 Fu: 2.09%

ADMET: Metabolism

CYP1A2-inhibitor: 0.981 CYP1A2-substrate: 0.132
CYP2C19-inhibitor: 0.59 CYP2C19-substrate: 0.048
CYP2C9-inhibitor: 0.615 CYP2C9-substrate: 0.935
CYP2D6-inhibitor: 0.863 CYP2D6-substrate: 0.716
CYP3A4-inhibitor: 0.813 CYP3A4-substrate: 0.109

ADMET: Excretion

Clearance (CL): 7.844 Half-life (T1/2): 0.876

ADMET: Toxicity

hERG Blockers: 0.048 Human Hepatotoxicity (H-HT): 0.092
Drug-inuced Liver Injury (DILI): 0.51 AMES Toxicity: 0.206
Rat Oral Acute Toxicity: 0.322 Maximum Recommended Daily Dose: 0.201
Skin Sensitization: 0.926 Carcinogencity: 0.316
Eye Corrosion: 0.05 Eye Irritation: 0.962
Respiratory Toxicity: 0.087
*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
ENC001771 0.769 D0K8KX 0.487
ENC001548 0.676 D04AIT 0.481
ENC001533 0.672 D0R2OA 0.365
ENC001576 0.667 D06TJJ 0.347
ENC004475 0.560 D04XEG 0.345
ENC003703 0.532 D07MGA 0.345
ENC001573 0.500 D08LFZ 0.329
ENC001529 0.487 D03UOT 0.322
ENC002757 0.482 D0R6BI 0.322
ENC001534 0.481 D0J7RK 0.311
*Note: the compound similarity was calculated by RDKIT.