Natural Product: ENC002364

NPs Basic Information

Download MOL File
Name
Nigerasperone B
Molecular Formula C32H30O12
IUPAC Name*
9-(2,5-dihydroxy-8,10-dimethoxy-2-methyl-4-oxo-3H-benzo[h]chromen-6-yl)-2,5-dihydroxy-8,10-dimethoxy-2-methyl-3H-benzo[h]chromen-4-one
SMILES
CC1(CC(=O)C2=C(C=C3C=C(C(=C(C3=C2O1)OC)C4=C(C5=C(C6=C4C=C(C=C6OC)OC)OC(CC5=O)(C)O)O)OC)O)O
InChI
InChI=1S/C32H30O12/c1-31(37)11-17(34)24-16(33)7-13-8-19(40-4)26(28(42-6)21(13)29(24)43-31)23-15-9-14(39-3)10-20(41-5)22(15)30-25(27(23)36)18(35)12-32(2,38)44-30/h7-10,33,36-38H,11-12H2,1-6H3
InChIKey
VYRJMNNIHZJSTP-UHFFFAOYSA-N
Synonyms
Nigerasperone B; 9-(2,5-Dihydroxy-8,10-dimethoxy-2-methyl-4-oxo-3H-benzo[h]chromen-6-yl)-2,5-dihydroxy-8,10-dimethoxy-2-methyl-3H-benzo[h]chromen-4-one
CAS NA
PubChem CID 16127423
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthopyrans
        • Subclass: Naphthopyranones
          • Direct Parent: Naphthopyranones

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: 606.6 ALogp: 4.6
HBD: 4 HBA: 12
Rotatable Bonds: 5 Lipinski's rule of five: Rejected
Polar Surface Area: 170.0 Aromatic Rings: 6
Heavy Atoms: 44 QED Weighted: 0.241

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.311 MDCK Permeability: 0.00001950
Pgp-inhibitor: 0.979 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.516 20% Bioavailability (F20%): 0.002
30% Bioavailability (F30%): 0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.004 Plasma Protein Binding (PPB): 71.00%
Volume Distribution (VD): 0.832 Fu: 29.83%

ADMET: Metabolism

CYP1A2-inhibitor: 0.184 CYP1A2-substrate: 0.973
CYP2C19-inhibitor: 0.041 CYP2C19-substrate: 0.517
CYP2C9-inhibitor: 0.261 CYP2C9-substrate: 0.795
CYP2D6-inhibitor: 0.008 CYP2D6-substrate: 0.247
CYP3A4-inhibitor: 0.231 CYP3A4-substrate: 0.296

ADMET: Excretion

Clearance (CL): 7.552 Half-life (T1/2): 0.094

ADMET: Toxicity

hERG Blockers: 0.024 Human Hepatotoxicity (H-HT): 0.124
Drug-inuced Liver Injury (DILI): 0.969 AMES Toxicity: 0.098
Rat Oral Acute Toxicity: 0.074 Maximum Recommended Daily Dose: 0.26
Skin Sensitization: 0.05 Carcinogencity: 0.01
Eye Corrosion: 0.003 Eye Irritation: 0.022
Respiratory Toxicity: 0.073
*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
ENC000970 0.818 D06GCK 0.313
ENC000969 0.756 D02LZB 0.283
ENC003048 0.688 D09DHY 0.282
ENC003149 0.664 D0C1SF 0.267
ENC000984 0.630 D0V8HJ 0.264
ENC005173 0.621 D03RTK 0.260
ENC005171 0.610 D0D4HN 0.258
ENC003508 0.599 D0V6OA 0.252
ENC005776 0.599 D0NJ3V 0.248
ENC002884 0.588 D0Y6CE 0.246
*Note: the compound similarity was calculated by RDKIT.