Natural Product: ENC002144

NPs Basic Information

Download MOL File
Name
(4S,4aR,5aS,9E,9aR,9bR)-2-[(E)-hex-4-enoyl]-1,4,4a,8-tetrahydroxy-9-[(2E,4E)-1-hydroxyhexa-2,4-dienylidene]-4,5a,7,9b-tetramethyl-9aH-dibenzofuran-3,6-dione
Molecular Formula C28H34O9
IUPAC Name*
(4S,4aR,5aS,9E,9aR,9bR)-2-[(E)-hex-4-enoyl]-1,4,4a,8-tetrahydroxy-9-[(2E,4E)-1-hydroxyhexa-2,4-dienylidene]-4,5a,7,9b-tetramethyl-9aH-dibenzofuran-3,6-dione
SMILES
C/C=C/CCC(=O)C1=C([C@]2([C@H]3/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)O
InChI
InChI=1S/C28H34O9/c1-7-9-11-13-16(29)18-20(31)15(3)22(32)26(5)21(18)25(4)23(33)19(17(30)14-12-10-8-2)24(34)27(6,35)28(25,36)37-26/h7-11,13,21,29,31,33,35-36H,12,14H2,1-6H3/b9-7+,10-8+,13-11+,18-16-/t21-,25-,26+,27+,28-/m1/s1
InChIKey
WQBJMULJHJGKBM-UWHOGNIDSA-N
Synonyms
Dihydrobisvertinolone
CAS NA
PubChem CID 11409703
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: 514.6 ALogp: 2.6
HBD: 5 HBA: 9
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 162.0 Aromatic Rings: 3
Heavy Atoms: 37 QED Weighted: 0.151

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.332 MDCK Permeability: 0.00001830
Pgp-inhibitor: 0.314 Pgp-substrate: 0.96
Human Intestinal Absorption (HIA): 0.056 20% Bioavailability (F20%): 0.002
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.097 Plasma Protein Binding (PPB): 86.82%
Volume Distribution (VD): 0.908 Fu: 9.41%

ADMET: Metabolism

CYP1A2-inhibitor: 0.001 CYP1A2-substrate: 0.614
CYP2C19-inhibitor: 0.014 CYP2C19-substrate: 0.741
CYP2C9-inhibitor: 0.006 CYP2C9-substrate: 0.011
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.039
CYP3A4-inhibitor: 0.529 CYP3A4-substrate: 0.914

ADMET: Excretion

Clearance (CL): 5.162 Half-life (T1/2): 0.213

ADMET: Toxicity

hERG Blockers: 0.008 Human Hepatotoxicity (H-HT): 0.089
Drug-inuced Liver Injury (DILI): 0.931 AMES Toxicity: 0.033
Rat Oral Acute Toxicity: 0.996 Maximum Recommended Daily Dose: 0.915
Skin Sensitization: 0.373 Carcinogencity: 0.776
Eye Corrosion: 0.047 Eye Irritation: 0.066
Respiratory Toxicity: 0.947
*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
ENC002133 0.644 D0WY9N 0.259
ENC003500 0.627 D08NQZ 0.231
ENC003887 0.585 D0R6RC 0.228
ENC003762 0.569 D0J2NK 0.228
ENC003579 0.536 D02GAC 0.227
ENC003886 0.523 D04VEJ 0.218
ENC004085 0.500 D05AFR 0.212
ENC003250 0.444 D0S0LZ 0.207
ENC004472 0.430 D0G4OD 0.203
ENC005987 0.419 D08LTU 0.203
*Note: the compound similarity was calculated by RDKIT.