Natural Product: ENC003120

NPs Basic Information

Download MOL File
Name
(1S,2R,12R,15R,16R)-15-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxatetracyclo[9.7.0.02,7.012,16]octadeca-6,10-diene-5,9-dione
Molecular Formula C28H40O3
IUPAC Name*
(1S,2R,12R,15R,16R)-15-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-2,16-dimethyl-8-oxatetracyclo[9.7.0.02,7.012,16]octadeca-6,10-diene-5,9-dione
SMILES
C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC(=O)OC4=CC(=O)CC[C@]34C)C
InChI
InChI=1S/C28H40O3/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-16-26(30)31-25-15-20(29)11-13-28(25,6)24(21)12-14-27(22,23)5/h7-8,15-19,22-24H,9-14H2,1-6H3/b8-7+/t18-,19+,22+,23-,24-,27+,28+/m0/s1
InChIKey
ZBDCBYOOVMXUHB-IXWATKSXSA-N
Synonyms
Herbarulide
CAS NA
PubChem CID 100936600
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Terpene lactones
          • Direct Parent: Terpene lactones

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: 424.6 ALogp: 6.5
HBD: 0 HBA: 3
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 43.4 Aromatic Rings: 4
Heavy Atoms: 31 QED Weighted: 0.378

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.996 MDCK Permeability: 0.00002080
Pgp-inhibitor: 0.997 Pgp-substrate: 0.004
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.87
30% Bioavailability (F30%): 0.914

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.009 Plasma Protein Binding (PPB): 85.87%
Volume Distribution (VD): 1.155 Fu: 1.58%

ADMET: Metabolism

CYP1A2-inhibitor: 0.049 CYP1A2-substrate: 0.411
CYP2C19-inhibitor: 0.445 CYP2C19-substrate: 0.938
CYP2C9-inhibitor: 0.495 CYP2C9-substrate: 0.25
CYP2D6-inhibitor: 0.012 CYP2D6-substrate: 0.318
CYP3A4-inhibitor: 0.884 CYP3A4-substrate: 0.917

ADMET: Excretion

Clearance (CL): 1.714 Half-life (T1/2): 0.313

ADMET: Toxicity

hERG Blockers: 0.003 Human Hepatotoxicity (H-HT): 0.044
Drug-inuced Liver Injury (DILI): 0.416 AMES Toxicity: 0.009
Rat Oral Acute Toxicity: 0.828 Maximum Recommended Daily Dose: 0.746
Skin Sensitization: 0.939 Carcinogencity: 0.038
Eye Corrosion: 0.021 Eye Irritation: 0.41
Respiratory Toxicity: 0.652
*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
ENC004906 1.000 D0G8OC 0.435
ENC002665 0.737 D06JPB 0.435
ENC005707 0.587 D0G5CF 0.415
ENC001092 0.587 D0G8BV 0.330
ENC004738 0.587 D0F1UL 0.330
ENC005258 0.587 D07BSQ 0.319
ENC004905 0.579 D0N1TP 0.315
ENC001861 0.557 D06XMU 0.309
ENC004737 0.557 D04GJN 0.308
ENC004022 0.557 D0W5LS 0.295
*Note: the compound similarity was calculated by RDKIT.