Natural Product: ENC004085

NPs Basic Information

Download MOL File
Name
10,11-Dihydrobislongiquinolide
Molecular Formula C28H34O8
IUPAC Name*
(5S)-5-[(2S,4R,7S)-3-[(2E,4E)-hexa-2,4-dienoyl]-6-[(E)-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
C/C=C/CCC(=O)C1=C([C@]2(C([C@H](C1[C@](C2=O)(C)O)[C@]3(C(=C(C(=O)O3)C)O)C)C(=O)/C=C/C=C/C)C)O
InChI
InChI=1S/C28H34O8/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/h7-10,12,14,19-21,31-32,35H,11,13H2,1-6H3/b9-7+,10-8+,14-12+/t19?,20?,21-,26-,27+,28+/m1/s1
InChIKey
XSCIGHBPJLXBOV-COQTUYRXSA-N
Synonyms
10,11-dihydrobislongiquinolide
CAS NA
PubChem CID 146683016
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: 498.6 ALogp: 2.3
HBD: 3 HBA: 8
Rotatable Bonds: 8 Lipinski's rule of five: Accepted
Polar Surface Area: 138.0 Aromatic Rings: 4
Heavy Atoms: 36 QED Weighted: 0.193

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.958 MDCK Permeability: 0.00006420
Pgp-inhibitor: 0.955 Pgp-substrate: 0.669
Human Intestinal Absorption (HIA): 0.023 20% Bioavailability (F20%): 0.001
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.867 Plasma Protein Binding (PPB): 89.66%
Volume Distribution (VD): 0.729 Fu: 10.85%

ADMET: Metabolism

CYP1A2-inhibitor: 0.002 CYP1A2-substrate: 0.269
CYP2C19-inhibitor: 0.018 CYP2C19-substrate: 0.713
CYP2C9-inhibitor: 0.005 CYP2C9-substrate: 0.044
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.026
CYP3A4-inhibitor: 0.914 CYP3A4-substrate: 0.879

ADMET: Excretion

Clearance (CL): 7.527 Half-life (T1/2): 0.262

ADMET: Toxicity

hERG Blockers: 0.011 Human Hepatotoxicity (H-HT): 0.119
Drug-inuced Liver Injury (DILI): 0.641 AMES Toxicity: 0.009
Rat Oral Acute Toxicity: 0.971 Maximum Recommended Daily Dose: 0.916
Skin Sensitization: 0.077 Carcinogencity: 0.825
Eye Corrosion: 0.782 Eye Irritation: 0.167
Respiratory Toxicity: 0.929
*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
ENC004086 0.776 D0WY9N 0.228
ENC003579 0.727 D0E9KA 0.221
ENC003250 0.667 D0J2NK 0.215
ENC002144 0.500 D0H2MO 0.203
ENC002133 0.455 D08NQZ 0.201
ENC003762 0.447 D04VEJ 0.200
ENC005696 0.422 D0G4OD 0.199
ENC005202 0.401 D02GAC 0.199
ENC003128 0.397 D0R6RC 0.199
ENC003500 0.377 D03ZFG 0.198
*Note: the compound similarity was calculated by RDKIT.