Natural Product: ENC001855

NPs Basic Information

Download MOL File
Name
1H-Cycloundec(d)isoindole-1,12,15-trione, 2,3,3a,4,6a,9,10,11-octahydro-11-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-, (3S,3aR,4S,6aS,7E,11S,13E,15aS)-
Molecular Formula C24H33NO4
IUPAC Name*
(1S,3Z,6S,9Z,11S,14S,15R,16S)-6-hydroxy-9,13,14-trimethyl-16-(2-methylpropyl)-17-azatricyclo[9.7.0.01,15]octadeca-3,9,12-triene-2,5,18-trione
SMILES
C[C@H]1[C@H]2[C@@H](NC(=O)[C@@]23[C@@H](/C=C(\CC[C@@H](C(=O)/C=C\C3=O)O)/C)C=C1C)CC(C)C
InChI
InChI=1S/C24H33NO4/c1-13(2)10-18-22-16(5)15(4)12-17-11-14(3)6-7-19(26)20(27)8-9-21(28)24(17,22)23(29)25-18/h8-9,11-13,16-19,22,26H,6-7,10H2,1-5H3,(H,25,29)/b9-8-,14-11-/t16-,17+,18+,19+,22+,24-/m1/s1
InChIKey
BVKOTAZOMFVYMH-YBCLPTENSA-N
Synonyms
72363-47-4; Aspochalasin B; 1H-Cycloundec(d)isoindole-1,12,15-trione, 2,3,3a,4,6a,9,10,11-octahydro-11-hydroxy-4,5,8-trimethyl-3-(2-methylpropyl)-, (3S,3aR,4S,6aS,7E,11S,13E,15aS)-
CAS 72363-47-4
PubChem CID 6440467
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Cytochalasans
        • Subclass: Aspochalasins
          • Direct Parent: Aspochalasins

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: 399.5 ALogp: 2.8
HBD: 2 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 83.5 Aromatic Rings: 3
Heavy Atoms: 29 QED Weighted: 0.544

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.855 MDCK Permeability: 0.00002610
Pgp-inhibitor: 0.999 Pgp-substrate: 0.035
Human Intestinal Absorption (HIA): 0.012 20% Bioavailability (F20%): 0.765
30% Bioavailability (F30%): 0.807

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.95 Plasma Protein Binding (PPB): 86.49%
Volume Distribution (VD): 0.434 Fu: 13.19%

ADMET: Metabolism

CYP1A2-inhibitor: 0.016 CYP1A2-substrate: 0.126
CYP2C19-inhibitor: 0.236 CYP2C19-substrate: 0.871
CYP2C9-inhibitor: 0.207 CYP2C9-substrate: 0.12
CYP2D6-inhibitor: 0.009 CYP2D6-substrate: 0.064
CYP3A4-inhibitor: 0.77 CYP3A4-substrate: 0.678

ADMET: Excretion

Clearance (CL): 12.477 Half-life (T1/2): 0.793

ADMET: Toxicity

hERG Blockers: 0.037 Human Hepatotoxicity (H-HT): 0.1
Drug-inuced Liver Injury (DILI): 0.077 AMES Toxicity: 0.155
Rat Oral Acute Toxicity: 0.13 Maximum Recommended Daily Dose: 0.876
Skin Sensitization: 0.89 Carcinogencity: 0.799
Eye Corrosion: 0.004 Eye Irritation: 0.011
Respiratory Toxicity: 0.932
*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
ENC004242 0.753 D0D2TN 0.238
ENC002636 0.733 D05AFC 0.237
ENC004462 0.714 D0K7LU 0.233
ENC003740 0.695 D06YFA 0.231
ENC005810 0.639 D0P1FO 0.224
ENC005136 0.622 D09WYX 0.221
ENC005825 0.548 D0I5DS 0.218
ENC002049 0.528 D09PJX 0.214
ENC003433 0.480 D0E9KA 0.212
ENC005809 0.438 D0W2EK 0.211
*Note: the compound similarity was calculated by RDKIT.