Natural Product: ENC003331

NPs Basic Information

Download MOL File
Name
7-Acetoxycytochalasin H
Molecular Formula C32H41NO6
IUPAC Name*
[(1R,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-12-acetyloxy-16-benzyl-5-hydroxy-5,7,14-trimethyl-13-methylidene-18-oxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
SMILES
C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](/C=C/[C@](C1)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)OC(=O)C
InChI
InChI=1S/C32H41NO6/c1-19-11-10-14-25-29(39-23(5)35)21(3)20(2)28-26(17-24-12-8-7-9-13-24)33-30(36)32(25,28)27(38-22(4)34)15-16-31(6,37)18-19/h7-10,12-16,19-20,25-29,37H,3,11,17-18H2,1-2,4-6H3,(H,33,36)/b14-10+,16-15+/t19-,20+,25-,26-,27+,28-,29+,31-,32+/m0/s1
InChIKey
QTMFSRBHTRHUHE-MPMZSRJWSA-N
Synonyms
7-Acetoxycytochalasin H; Acetylcytochalasin H; 9PC6YB8658; 84499-89-8; (11)Cytochalasa-6(12),13,19-trien-1-one, 7,21-bis(acetyloxy)-18-hydroxy-16,18-dimethyl-10-phenyl-, (7S,13E,16S,18R,19E,21R)-; UNII-9PC6YB8658; DTXSID101338809
CAS 84499-89-8
PubChem CID 123133447
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: 535.7 ALogp: 4.0
HBD: 2 HBA: 6
Rotatable Bonds: 6 Lipinski's rule of five: Rejected
Polar Surface Area: 102.0 Aromatic Rings: 4
Heavy Atoms: 39 QED Weighted: 0.422

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.402 MDCK Permeability: 0.00002040
Pgp-inhibitor: 0.607 Pgp-substrate: 0.63
Human Intestinal Absorption (HIA): 0.6 20% Bioavailability (F20%): 0.022
30% Bioavailability (F30%): 0.065

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.183 Plasma Protein Binding (PPB): 75.62%
Volume Distribution (VD): 1.04 Fu: 11.68%

ADMET: Metabolism

CYP1A2-inhibitor: 0.033 CYP1A2-substrate: 0.086
CYP2C19-inhibitor: 0.793 CYP2C19-substrate: 0.507
CYP2C9-inhibitor: 0.74 CYP2C9-substrate: 0.085
CYP2D6-inhibitor: 0.048 CYP2D6-substrate: 0.069
CYP3A4-inhibitor: 0.919 CYP3A4-substrate: 0.298

ADMET: Excretion

Clearance (CL): 2.321 Half-life (T1/2): 0.155

ADMET: Toxicity

hERG Blockers: 0.046 Human Hepatotoxicity (H-HT): 0.9
Drug-inuced Liver Injury (DILI): 0.916 AMES Toxicity: 0.028
Rat Oral Acute Toxicity: 0.84 Maximum Recommended Daily Dose: 0.982
Skin Sensitization: 0.114 Carcinogencity: 0.027
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.979
*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
ENC004468 0.823 D06CWH 0.280
ENC001922 0.729 D0R1BD 0.259
ENC002762 0.725 D0V3ZA 0.257
ENC002261 0.719 D0C4RB 0.252
ENC003653 0.719 D0D7KC 0.252
ENC004026 0.691 D0O5WP 0.251
ENC002763 0.675 D0SP3D 0.250
ENC004243 0.664 D01TSI 0.250
ENC005133 0.651 D07HOF 0.250
ENC004745 0.635 D09NNH 0.250
*Note: the compound similarity was calculated by RDKIT.