Natural Product: ENC003335

NPs Basic Information

Download MOL File
Name
19,20-Epoxycytochalasin C
Molecular Formula C30H37NO7
IUPAC Name*
[(1R,2S,6R,8S,10E,12R,13S,16R,17S)-17-benzyl-6,13-dihydroxy-6,8,14,15-tetramethyl-7,19-dioxo-4-oxa-18-azatetracyclo[10.7.0.01,16.03,5]nonadeca-10,14-dien-2-yl] acetate
SMILES
C[C@H]1C/C=C/[C@H]2[C@@H](C(=C([C@@H]3[C@@]2([C@@H](C4C(O4)[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC5=CC=CC=C5)C)C)O
InChI
InChI=1S/C30H37NO7/c1-15-10-9-13-20-23(33)17(3)16(2)22-21(14-19-11-7-6-8-12-19)31-28(35)30(20,22)27(37-18(4)32)24-26(38-24)29(5,36)25(15)34/h6-9,11-13,15,20-24,26-27,33,36H,10,14H2,1-5H3,(H,31,35)/b13-9+/t15-,20-,21-,22-,23+,24?,26?,27+,29-,30-/m0/s1
InChIKey
ZOSGFLUFAVFHCM-WSRKEQNVSA-N
Synonyms
19,20-Epoxycytochalasin C; [(1R,2S,6R,8S,10E,12R,13S,16R,17S)-17-benzyl-6,13-dihydroxy-6,8,14,15-tetramethyl-7,19-dioxo-4-oxa-18-azatetracyclo[10.7.0.01,16.03,5]nonadeca-10,14-dien-2-yl] acetate; 189351-79-9; J-012218
CAS NA
PubChem CID 126456219
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Isoindoles and derivative
        • Subclass: Isoindolines
          • Direct Parent: Isoindolones

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: 523.6 ALogp: 1.3
HBD: 3 HBA: 7
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 126.0 Aromatic Rings: 5
Heavy Atoms: 38 QED Weighted: 0.316

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.233 MDCK Permeability: 0.00004130
Pgp-inhibitor: 0.99 Pgp-substrate: 0.997
Human Intestinal Absorption (HIA): 0.571 20% Bioavailability (F20%): 0.071
30% Bioavailability (F30%): 0.615

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.104 Plasma Protein Binding (PPB): 95.82%
Volume Distribution (VD): 1.252 Fu: 6.57%

ADMET: Metabolism

CYP1A2-inhibitor: 0.013 CYP1A2-substrate: 0.079
CYP2C19-inhibitor: 0.062 CYP2C19-substrate: 0.556
CYP2C9-inhibitor: 0.051 CYP2C9-substrate: 0.047
CYP2D6-inhibitor: 0.009 CYP2D6-substrate: 0.164
CYP3A4-inhibitor: 0.772 CYP3A4-substrate: 0.387

ADMET: Excretion

Clearance (CL): 5.443 Half-life (T1/2): 0.326

ADMET: Toxicity

hERG Blockers: 0.071 Human Hepatotoxicity (H-HT): 0.9
Drug-inuced Liver Injury (DILI): 0.926 AMES Toxicity: 0.013
Rat Oral Acute Toxicity: 0.514 Maximum Recommended Daily Dose: 0.806
Skin Sensitization: 0.073 Carcinogencity: 0.023
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.238
*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
ENC005174 1.000 D0V3ZA 0.268
ENC003619 1.000 D0SP3D 0.267
ENC005175 0.778 D01TSI 0.261
ENC003763 0.778 D09NNH 0.261
ENC005506 0.778 D0O5WP 0.261
ENC004463 0.752 D0W7RJ 0.255
ENC005505 0.748 D0D4YZ 0.255
ENC004310 0.736 D06CWH 0.253
ENC001886 0.713 D0C4RB 0.250
ENC002763 0.664 D02HSB 0.248
*Note: the compound similarity was calculated by RDKIT.