Natural Product: ENC003169

NPs Basic Information

Download MOL File
Name
(1R,2R,3Z,5R,7S,9Z,11R,12S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-18-one
Molecular Formula C28H37NO4
IUPAC Name*
(1R,2R,3Z,5R,7S,9Z,11R,12S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,13,14-tetramethyl-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-18-one
SMILES
C[C@H]1C/C=C\[C@H]2[C@@H](C(=C([C@@H]3[C@@]2([C@@H](/C=C\[C@](C1)(C)O)O)C(=O)N[C@H]3CC4=CC=CC=C4)C)C)O
InChI
InChI=1S/C28H37NO4/c1-17-9-8-12-21-25(31)19(3)18(2)24-22(15-20-10-6-5-7-11-20)29-26(32)28(21,24)23(30)13-14-27(4,33)16-17/h5-8,10-14,17,21-25,30-31,33H,9,15-16H2,1-4H3,(H,29,32)/b12-8-,14-13-/t17-,21-,22-,23+,24-,25+,27-,28+/m0/s1
InChIKey
UMHVFKLUODBPSC-PXJUKTEYSA-N
Synonyms
cytochalasin o
CAS NA
PubChem CID 101588728
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Cytochalasans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Cytochalasans

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: 451.6 ALogp: 2.2
HBD: 4 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 89.8 Aromatic Rings: 4
Heavy Atoms: 33 QED Weighted: 0.51

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.265 MDCK Permeability: 0.00001340
Pgp-inhibitor: 0.005 Pgp-substrate: 0.997
Human Intestinal Absorption (HIA): 0.061 20% Bioavailability (F20%): 0.912
30% Bioavailability (F30%): 0.613

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.263 Plasma Protein Binding (PPB): 91.26%
Volume Distribution (VD): 1.128 Fu: 5.47%

ADMET: Metabolism

CYP1A2-inhibitor: 0.032 CYP1A2-substrate: 0.177
CYP2C19-inhibitor: 0.612 CYP2C19-substrate: 0.829
CYP2C9-inhibitor: 0.602 CYP2C9-substrate: 0.795
CYP2D6-inhibitor: 0.15 CYP2D6-substrate: 0.356
CYP3A4-inhibitor: 0.897 CYP3A4-substrate: 0.384

ADMET: Excretion

Clearance (CL): 8.054 Half-life (T1/2): 0.839

ADMET: Toxicity

hERG Blockers: 0.4 Human Hepatotoxicity (H-HT): 0.867
Drug-inuced Liver Injury (DILI): 0.11 AMES Toxicity: 0.044
Rat Oral Acute Toxicity: 0.723 Maximum Recommended Daily Dose: 0.95
Skin Sensitization: 0.44 Carcinogencity: 0.011
Eye Corrosion: 0.003 Eye Irritation: 0.012
Respiratory Toxicity: 0.906
*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
ENC005134 0.850 D06CWH 0.267
ENC002763 0.810 D0V3ZA 0.259
ENC004368 0.782 D0SP3D 0.258
ENC005130 0.782 D01TSI 0.251
ENC004243 0.750 D09NNH 0.251
ENC005129 0.731 D0I0DL 0.250
ENC002174 0.729 D0D7KC 0.245
ENC003170 0.704 D05VQI 0.237
ENC005131 0.704 D0IN7I 0.237
ENC005132 0.670 D0O5WP 0.234
*Note: the compound similarity was calculated by RDKIT.