Natural Product: ENC004405

NPs Basic Information

Download MOL File
Name
Chaephilone E
Molecular Formula C23H31ClO6
IUPAC Name*
(6aS,8S,9aS)-5-chloro-8-[(2R,3R)-3-hydroxybutan-2-yl]-3-[(E,3R,4R)-4-hydroxy-3-methylpent-1-enyl]-8-methoxy-6a-methyl-9,9a-dihydrofuro[2,3-h]isochromen-6-one
SMILES
C[C@H](/C=C/C1=CC2=C(C(=O)[C@@]3([C@H](C2=CO1)C[C@](O3)([C@H](C)[C@@H](C)O)OC)C)Cl)[C@@H](C)O
InChI
InChI=1S/C23H31ClO6/c1-12(14(3)25)7-8-16-9-17-18(11-29-16)19-10-23(28-6,13(2)15(4)26)30-22(19,5)21(27)20(17)24/h7-9,11-15,19,25-26H,10H2,1-6H3/b8-7+/t12-,13-,14-,15-,19+,22+,23+/m1/s1
InChIKey
JKTQHBZSCNQGSN-RDDZJUFHSA-N
Synonyms
Chaephilone E
CAS NA
PubChem CID 156582520
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Ethers
          • Direct Parent: Ketals

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: 438.9 ALogp: 2.5
HBD: 2 HBA: 6
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 85.2 Aromatic Rings: 3
Heavy Atoms: 30 QED Weighted: 0.642

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.578 MDCK Permeability: 0.00001650
Pgp-inhibitor: 0.027 Pgp-substrate: 0.714
Human Intestinal Absorption (HIA): 0.021 20% Bioavailability (F20%): 0.186
30% Bioavailability (F30%): 0.983

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.75 Plasma Protein Binding (PPB): 76.66%
Volume Distribution (VD): 2.053 Fu: 13.74%

ADMET: Metabolism

CYP1A2-inhibitor: 0.459 CYP1A2-substrate: 0.781
CYP2C19-inhibitor: 0.335 CYP2C19-substrate: 0.842
CYP2C9-inhibitor: 0.4 CYP2C9-substrate: 0.033
CYP2D6-inhibitor: 0.657 CYP2D6-substrate: 0.047
CYP3A4-inhibitor: 0.921 CYP3A4-substrate: 0.845

ADMET: Excretion

Clearance (CL): 5.29 Half-life (T1/2): 0.256

ADMET: Toxicity

hERG Blockers: 0.014 Human Hepatotoxicity (H-HT): 0.967
Drug-inuced Liver Injury (DILI): 0.812 AMES Toxicity: 0.524
Rat Oral Acute Toxicity: 0.928 Maximum Recommended Daily Dose: 0.484
Skin Sensitization: 0.881 Carcinogencity: 0.936
Eye Corrosion: 0.004 Eye Irritation: 0.058
Respiratory Toxicity: 0.982
*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
ENC002777 0.576 D03KIA 0.225
ENC002501 0.523 D0G5CF 0.191
ENC002611 0.495 D0C1SF 0.189
ENC002778 0.495 D06JPB 0.185
ENC002610 0.495 D0G8OC 0.185
ENC005844 0.467 D0JE2E 0.175
ENC005878 0.467 D0Z1WA 0.171
ENC005437 0.460 D0L5FY 0.169
ENC002533 0.439 D00BLL 0.165
ENC002532 0.412 D08SVH 0.165
*Note: the compound similarity was calculated by RDKIT.