Natural Product: ENC003500

NPs Basic Information

Download MOL File
Name
(4S,4aR,5aS,9bS)-2,9-bis[(2E,4E)-hexa-2,4-dienoyl]-4,4a,6,8-tetrahydroxy-4,5a,7,9b-tetramethyl-9aH-dibenzofuran-3-one
Molecular Formula C28H32O8
IUPAC Name*
(4S,4aR,5aS,9Z,9bS)-2-[(2E,4E)-hexa-2,4-dienoyl]-4,4a,8-trihydroxy-9-[(2E,4E)-1-hydroxyhexa-2,4-dienylidene]-4,5a,7,9b-tetramethyl-9aH-dibenzofuran-3,6-dione
SMILES
C/C=C/C=C/C(=O)C1=C[C@]2(C3/C(=C(\C=C\C=C\C)/O)/C(=C(C(=O)[C@]3(O[C@]2([C@@](C1=O)(C)O)O)C)C)O)C
InChI
InChI=1S/C28H32O8/c1-7-9-11-13-18(29)17-15-25(4)22-20(19(30)14-12-10-8-2)21(31)16(3)23(32)26(22,5)36-28(25,35)27(6,34)24(17)33/h7-15,22,30-31,34-35H,1-6H3/b9-7+,10-8+,13-11+,14-12+,20-19+/t22?,25-,26-,27-,28+/m0/s1
InChIKey
NCHYGSCJZYVXGX-CDPVNDDBSA-N
Synonyms
bisvertinolone; (4S,4aR,5aS,9bS)-2,9-bis[(2E,4E)-hexa-2,4-dienoyl]-4,4a,6,8-tetrahydroxy-4,5a,7,9b-tetramethyl-9aH-dibenzofuran-3-one
CAS NA
PubChem CID 134816576
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Carbonyl compounds
          • Direct Parent: Cyclohexenones

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: 496.5 ALogp: 2.9
HBD: 4 HBA: 8
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 141.0 Aromatic Rings: 3
Heavy Atoms: 36 QED Weighted: 0.192

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.916 MDCK Permeability: 0.00001640
Pgp-inhibitor: 0.995 Pgp-substrate: 0.026
Human Intestinal Absorption (HIA): 0.084 20% Bioavailability (F20%): 0.002
30% Bioavailability (F30%): 0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.898 Plasma Protein Binding (PPB): 87.95%
Volume Distribution (VD): 2.121 Fu: 6.81%

ADMET: Metabolism

CYP1A2-inhibitor: 0.015 CYP1A2-substrate: 0.914
CYP2C19-inhibitor: 0.023 CYP2C19-substrate: 0.791
CYP2C9-inhibitor: 0.045 CYP2C9-substrate: 0.013
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.048
CYP3A4-inhibitor: 0.723 CYP3A4-substrate: 0.923

ADMET: Excretion

Clearance (CL): 3.651 Half-life (T1/2): 0.178

ADMET: Toxicity

hERG Blockers: 0.028 Human Hepatotoxicity (H-HT): 0.337
Drug-inuced Liver Injury (DILI): 0.838 AMES Toxicity: 0.411
Rat Oral Acute Toxicity: 0.744 Maximum Recommended Daily Dose: 0.962
Skin Sensitization: 0.93 Carcinogencity: 0.874
Eye Corrosion: 0.004 Eye Irritation: 0.012
Respiratory Toxicity: 0.96
*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
ENC002144 0.627 D05QDC 0.214
ENC003887 0.608 D0FG6M 0.208
ENC003250 0.532 D0E9KA 0.204
ENC003886 0.531 D00DKK 0.203
ENC004472 0.516 D0G3PI 0.203
ENC005987 0.504 D02DGU 0.203
ENC003709 0.500 D08NQZ 0.201
ENC003128 0.484 D0R6RC 0.199
ENC003579 0.439 D0J2NK 0.199
ENC003762 0.425 D0WY9N 0.196
*Note: the compound similarity was calculated by RDKIT.