Natural Product: ENC002010

NPs Basic Information

Download MOL File
Name
5-Chloroisorotiorin
Molecular Formula C23H23ClO5
IUPAC Name*
(6aR)-9-acetyl-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-6a-methylfuro[2,3-h]isochromene-6,8-dione
SMILES
CC[C@H](C)/C=C(\C)/C=C/C1=CC2=C(C(=O)[C@]3(C(=C(C(=O)O3)C(=O)C)C2=CO1)C)Cl
InChI
InChI=1S/C23H23ClO5/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-28-15)19-18(14(4)25)22(27)29-23(19,5)21(26)20(16)24/h7-12H,6H2,1-5H3/b8-7+,13-9+/t12-,23+/m0/s1
InChIKey
QJSWSNAZIVGTFZ-UNSJDTSZSA-N
Synonyms
5-Chloroisorotiorin; Isochlororotiorin; (+)-5-Chloroisorotiorin; AFB4KX29XT; 27527-41-9; 6H-Furo(2,3-H)-2-benzopyran-6,8(6ah)-dione, 9-acetyl-5-chloro-3-((1E,3E,5S)-3,5-dimethyl-1,3-heptadienyl)-6a-methyl-, (6aR)-; 6H-Furo(2,3-H)-2-benzopyran-6,8(6ah)-dione, 9-acetyl-5-chloro-3-(3,5-dimethyl-1,3-heptadienyl)-6a-methyl-, (R-(R*,S*-(E,E)))-; UNII-AFB4KX29XT; CHEMBL4291005; (6aR)-3-[(1E,3E,5S)-3,5-Dimethyl-1,3-heptadienyl]-5-chloro-6abeta-methyl-9-acetyl-6H-furo[2,3-h]-2-benzopyran-6,8(6aH)-dione
CAS 27527-41-9
PubChem CID 10364495
ChEMBL ID CHEMBL4291005
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Carbonyl compounds
          • Direct Parent: Cyclohexenones

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: 414.9 ALogp: 4.3
HBD: 0 HBA: 5
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 69.7 Aromatic Rings: 3
Heavy Atoms: 29 QED Weighted: 0.357

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.788 MDCK Permeability: 0.00001820
Pgp-inhibitor: 0.733 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.015 20% Bioavailability (F20%): 0.075
30% Bioavailability (F30%): 0.072

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.03 Plasma Protein Binding (PPB): 88.18%
Volume Distribution (VD): 2.167 Fu: 7.64%

ADMET: Metabolism

CYP1A2-inhibitor: 0.938 CYP1A2-substrate: 0.843
CYP2C19-inhibitor: 0.962 CYP2C19-substrate: 0.289
CYP2C9-inhibitor: 0.943 CYP2C9-substrate: 0.088
CYP2D6-inhibitor: 0.929 CYP2D6-substrate: 0.039
CYP3A4-inhibitor: 0.96 CYP3A4-substrate: 0.486

ADMET: Excretion

Clearance (CL): 1.49 Half-life (T1/2): 0.451

ADMET: Toxicity

hERG Blockers: 0.008 Human Hepatotoxicity (H-HT): 0.926
Drug-inuced Liver Injury (DILI): 0.98 AMES Toxicity: 0.811
Rat Oral Acute Toxicity: 0.876 Maximum Recommended Daily Dose: 0.946
Skin Sensitization: 0.932 Carcinogencity: 0.958
Eye Corrosion: 0.003 Eye Irritation: 0.048
Respiratory Toxicity: 0.938
*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
ENC002525 0.733 D0B1IP 0.213
ENC005420 0.708 D0C1SF 0.212
ENC001841 0.685 D0WY9N 0.212
ENC001874 0.663 D05QDC 0.203
ENC002178 0.579 D0O6KE 0.202
ENC001876 0.543 D0G3PI 0.191
ENC004761 0.533 D02DGU 0.191
ENC003626 0.496 D00DKK 0.191
ENC004762 0.496 D02GAC 0.189
ENC001870 0.491 D0R6RC 0.188
*Note: the compound similarity was calculated by RDKIT.