Natural Product: ENC001504

NPs Basic Information

Download MOL File
Name
Herbarin
Molecular Formula C16H16O6
IUPAC Name*
3-hydroxy-7,9-dimethoxy-3-methyl-1,4-dihydrobenzo[g]isochromene-5,10-dione
SMILES
CC1(CC2=C(CO1)C(=O)C3=C(C2=O)C=C(C=C3OC)OC)O
InChI
InChI=1S/C16H16O6/c1-16(19)6-10-11(7-22-16)15(18)13-9(14(10)17)4-8(20-2)5-12(13)21-3/h4-5,19H,6-7H2,1-3H3
InChIKey
MQWLANHTCHDMAR-UHFFFAOYSA-N
Synonyms
Herbarin; 36379-67-6; 3-hydroxy-7,9-dimethoxy-3-methyl-1,4-dihydrobenzo[g]isochromene-5,10-dione; 3-Hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-benzo[g]isochromene-5,10-dione; DTXSID70957714; MFCD08274581; AKOS030213199; BS-1592; 1H-Naphtho(2,3-c)pyran-5,10-dione, 3,4-dihydro-3-hydroxy-7,9-dimethoxy-3-methyl-; 3-Hydroxy-7,9-dimethoxy-3-methyl-3,4-dihydro-1H-naphtho[2,3-c]pyran-5,10-dione
CAS 36379-67-6
PubChem CID 3084629
ChEMBL ID CHEMBL251913
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Isochromanequinones
        • Subclass: Benzoisochromanequinones
          • Direct Parent: Benzoisochromanequinones

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: 304.29 ALogp: 0.8
HBD: 1 HBA: 6
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 82.1 Aromatic Rings: 3
Heavy Atoms: 22 QED Weighted: 0.9

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.296 MDCK Permeability: 0.00001120
Pgp-inhibitor: 0 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.108 20% Bioavailability (F20%): 0.006
30% Bioavailability (F30%): 0.01

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.044 Plasma Protein Binding (PPB): 86.92%
Volume Distribution (VD): 1.027 Fu: 11.95%

ADMET: Metabolism

CYP1A2-inhibitor: 0.975 CYP1A2-substrate: 0.901
CYP2C19-inhibitor: 0.043 CYP2C19-substrate: 0.552
CYP2C9-inhibitor: 0.072 CYP2C9-substrate: 0.878
CYP2D6-inhibitor: 0.355 CYP2D6-substrate: 0.418
CYP3A4-inhibitor: 0.289 CYP3A4-substrate: 0.256

ADMET: Excretion

Clearance (CL): 6.643 Half-life (T1/2): 0.88

ADMET: Toxicity

hERG Blockers: 0.022 Human Hepatotoxicity (H-HT): 0.292
Drug-inuced Liver Injury (DILI): 0.659 AMES Toxicity: 0.771
Rat Oral Acute Toxicity: 0.064 Maximum Recommended Daily Dose: 0.132
Skin Sensitization: 0.146 Carcinogencity: 0.938
Eye Corrosion: 0.003 Eye Irritation: 0.13
Respiratory Toxicity: 0.553
*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
ENC003044 0.783 D0C1SF 0.330
ENC000880 0.773 D02LZB 0.274
ENC002709 0.579 D01XWG 0.273
ENC000941 0.545 D09DHY 0.273
ENC006067 0.543 D0N1FS 0.267
ENC002708 0.538 D06GCK 0.265
ENC004459 0.525 D0L1JW 0.261
ENC002752 0.489 D0C9XJ 0.258
ENC002273 0.469 D07VLY 0.258
ENC005584 0.464 D0F7CS 0.257
*Note: the compound similarity was calculated by RDKIT.