Natural Product: ENC004086

NPs Basic Information

Download MOL File
Name
10,11,16,17-Tetrahydrobislongiquinolide
Molecular Formula C28H36O8
IUPAC Name*
(5S)-5-[(2S,4R,7S)-3,6-di(hex-4-enoyl)-5,7-dihydroxy-4,7-dimethyl-8-oxo-2-bicyclo[2.2.2]oct-5-enyl]-4-hydroxy-3,5-dimethylfuran-2-one
SMILES
CC=CCCC(=O)C1[C@H](C2C(=C([C@@]1(C(=O)[C@@]2(C)O)C)O)C(=O)CCC=CC)[C@]3(C(=C(C(=O)O3)C)O)C
InChI
InChI=1S/C28H36O8/c1-7-9-11-13-16(29)18-20-21(28(6)22(31)15(3)24(33)36-28)19(17(30)14-12-10-8-2)26(4,23(18)32)25(34)27(20,5)35/h7-10,19-21,31-32,35H,11-14H2,1-6H3/t19?,20?,21-,26-,27+,28+/m1/s1
InChIKey
YPFBPKRPSSNAII-JMQZAYEBSA-N
Synonyms
10,11,16,17-tetrahydrobislongiquinolide
CAS NA
PubChem CID 146683017
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: 500.6 ALogp: 2.1
HBD: 3 HBA: 8
Rotatable Bonds: 9 Lipinski's rule of five: Rejected
Polar Surface Area: 138.0 Aromatic Rings: 4
Heavy Atoms: 36 QED Weighted: 0.308

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.963 MDCK Permeability: 0.00005870
Pgp-inhibitor: 0.971 Pgp-substrate: 0.477
Human Intestinal Absorption (HIA): 0.018 20% Bioavailability (F20%): 0.001
30% Bioavailability (F30%): 0.005

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.539 Plasma Protein Binding (PPB): 62.94%
Volume Distribution (VD): 0.498 Fu: 38.00%

ADMET: Metabolism

CYP1A2-inhibitor: 0.001 CYP1A2-substrate: 0.589
CYP2C19-inhibitor: 0.016 CYP2C19-substrate: 0.675
CYP2C9-inhibitor: 0.002 CYP2C9-substrate: 0.058
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.021
CYP3A4-inhibitor: 0.924 CYP3A4-substrate: 0.705

ADMET: Excretion

Clearance (CL): 10.461 Half-life (T1/2): 0.432

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.078
Drug-inuced Liver Injury (DILI): 0.619 AMES Toxicity: 0.013
Rat Oral Acute Toxicity: 0.974 Maximum Recommended Daily Dose: 0.042
Skin Sensitization: 0.021 Carcinogencity: 0.642
Eye Corrosion: 0.974 Eye Irritation: 0.237
Respiratory Toxicity: 0.458
*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
ENC004085 0.776 D0WY9N 0.245
ENC003579 0.667 D03ZFG 0.241
ENC002133 0.548 D0E9KA 0.221
ENC003250 0.508 D0J2NK 0.215
ENC005696 0.447 D04VEJ 0.214
ENC002144 0.412 D0H2MO 0.203
ENC003762 0.364 D08NQZ 0.201
ENC005202 0.343 D0G4OD 0.199
ENC005695 0.337 D02GAC 0.199
ENC003187 0.326 D0R6RC 0.199
*Note: the compound similarity was calculated by RDKIT.