Natural Product: ENC002133

NPs Basic Information

Download MOL File
Name
Tetrahydrobisvertinolone
Molecular Formula C28H36O9
IUPAC Name*
(4S,4aR,5aS,9aR,9bR)-2,9-bis[(E)-hex-4-enoyl]-1,4,4a,6,8-pentahydroxy-4,5a,7,9b-tetramethyl-9aH-dibenzofuran-3-one
SMILES
C/C=C/CCC(=O)C1=C(C(=C([C@@]2([C@H]1[C@@]3(C(=C(C(=O)[C@]([C@@]3(O2)O)(C)O)C(=O)CC/C=C/C)O)C)C)O)C)O
InChI
InChI=1S/C28H36O9/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/h7-10,21,31-33,35-36H,11-14H2,1-6H3/b9-7+,10-8+/t21-,25-,26+,27+,28-/m1/s1
InChIKey
FEQQKMZNFKCWST-QCNVSJCTSA-N
Synonyms
Tetrahydrobisvertinolone
CAS NA
PubChem CID 11272310
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: 516.6 ALogp: 1.9
HBD: 5 HBA: 9
Rotatable Bonds: 8 Lipinski's rule of five: Rejected
Polar Surface Area: 162.0 Aromatic Rings: 3
Heavy Atoms: 37 QED Weighted: 0.232

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.403 MDCK Permeability: 0.00005610
Pgp-inhibitor: 0.457 Pgp-substrate: 0.957
Human Intestinal Absorption (HIA): 0.037 20% Bioavailability (F20%): 0.592
30% Bioavailability (F30%): 0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.028 Plasma Protein Binding (PPB): 76.87%
Volume Distribution (VD): 0.749 Fu: 9.79%

ADMET: Metabolism

CYP1A2-inhibitor: 0.001 CYP1A2-substrate: 0.678
CYP2C19-inhibitor: 0.013 CYP2C19-substrate: 0.729
CYP2C9-inhibitor: 0.005 CYP2C9-substrate: 0.017
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.03
CYP3A4-inhibitor: 0.708 CYP3A4-substrate: 0.812

ADMET: Excretion

Clearance (CL): 5.851 Half-life (T1/2): 0.225

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.127
Drug-inuced Liver Injury (DILI): 0.932 AMES Toxicity: 0.013
Rat Oral Acute Toxicity: 1 Maximum Recommended Daily Dose: 0.09
Skin Sensitization: 0.069 Carcinogencity: 0.464
Eye Corrosion: 0.647 Eye Irritation: 0.09
Respiratory Toxicity: 0.954
*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 0.644 D0WY9N 0.303
ENC004086 0.548 D04VEJ 0.233
ENC004085 0.455 D08NQZ 0.231
ENC003762 0.440 D0R6RC 0.228
ENC003187 0.399 D0J2NK 0.228
ENC003500 0.391 D02GAC 0.227
ENC003579 0.391 D05AFR 0.212
ENC005695 0.364 D0G4OD 0.211
ENC003887 0.354 D0S0LZ 0.207
ENC003886 0.338 D03ZFG 0.205
*Note: the compound similarity was calculated by RDKIT.