Natural Product: ENC002019

NPs Basic Information

Download MOL File
Name
Spiro[benzofuran-2(3H),1'-[2]cyclohexene]-3,4'-dione, 5,7-dichloro-2',4,6-trimethoxy-6'-methyl-, (2S-trans)-
Molecular Formula C17H16Cl2O6
IUPAC Name*
(2S,5'R)-5,7-dichloro-3',4,6-trimethoxy-5'-methylspiro[1-benzofuran-2,4'-cyclohex-2-ene]-1',3-dione
SMILES
C[C@@H]1CC(=O)C=C([C@]12C(=O)C3=C(O2)C(=C(C(=C3OC)Cl)OC)Cl)OC
InChI
InChI=1S/C17H16Cl2O6/c1-7-5-8(20)6-9(22-2)17(7)16(21)10-13(23-3)11(18)15(24-4)12(19)14(10)25-17/h6-7H,5H2,1-4H3/t7-,17+/m1/s1
InChIKey
VOYKFNUPFUJNKL-GJEGPGMTSA-N
Synonyms
55555-63-0; Spiro[benzofuran-2(3H),1'-[2]cyclohexene]-3,4'-dione, 5,7-dichloro-2',4,6-trimethoxy-6'-methyl-, (2S-trans)-; 5-chlorogriseofulvin; (+)-5-chlorogriseofulvin; DTXSID601109132; (2S)-5,7-Dichloro-2',4,6-trimethoxy-6'beta-methylspiro[benzofuran-2(3H),1'-[2]cyclohexene]-3,4'-dione
CAS 55555-63-0
PubChem CID 10407853
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzofurans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Benzofurans

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: 387.2 ALogp: 2.8
HBD: 0 HBA: 6
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 71.1 Aromatic Rings: 3
Heavy Atoms: 25 QED Weighted: 0.774

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.562 MDCK Permeability: 0.00002160
Pgp-inhibitor: 0.583 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.027 20% Bioavailability (F20%): 0.001
30% Bioavailability (F30%): 0.002

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.104 Plasma Protein Binding (PPB): 89.75%
Volume Distribution (VD): 1.17 Fu: 5.17%

ADMET: Metabolism

CYP1A2-inhibitor: 0.245 CYP1A2-substrate: 0.982
CYP2C19-inhibitor: 0.501 CYP2C19-substrate: 0.896
CYP2C9-inhibitor: 0.72 CYP2C9-substrate: 0.083
CYP2D6-inhibitor: 0.017 CYP2D6-substrate: 0.135
CYP3A4-inhibitor: 0.719 CYP3A4-substrate: 0.904

ADMET: Excretion

Clearance (CL): 8.972 Half-life (T1/2): 0.13

ADMET: Toxicity

hERG Blockers: 0.033 Human Hepatotoxicity (H-HT): 0.918
Drug-inuced Liver Injury (DILI): 0.869 AMES Toxicity: 0.011
Rat Oral Acute Toxicity: 0.901 Maximum Recommended Daily Dose: 0.513
Skin Sensitization: 0.651 Carcinogencity: 0.832
Eye Corrosion: 0.003 Eye Irritation: 0.14
Respiratory Toxicity: 0.937
*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
ENC001073 0.692 D0C1SF 0.692
ENC002478 0.566 D02LZB 0.291
ENC002579 0.566 D09DHY 0.289
ENC003538 0.512 D04TDQ 0.288
ENC003637 0.457 D0G4KG 0.263
ENC001494 0.435 D06GCK 0.248
ENC004226 0.371 D01FFA 0.237
ENC003227 0.354 D0D4HN 0.236
ENC003719 0.333 D0L1JW 0.225
ENC005701 0.329 D0Q4YI 0.222
*Note: the compound similarity was calculated by RDKIT.