Natural Product: ENC001761

NPs Basic Information

Download MOL File
Name
Arthropsolide A
Molecular Formula C13H14O5
IUPAC Name*
(4S,5R,6S,10S)-4,6-dihydroxy-3-methylidene-10-[(E)-prop-1-enyl]-2-oxaspiro[4.5]dec-8-ene-1,7-dione
SMILES
C/C=C/[C@H]1C=CC(=O)[C@H]([C@]12[C@@H](C(=C)OC2=O)O)O
InChI
InChI=1S/C13H14O5/c1-3-4-8-5-6-9(14)11(16)13(8)10(15)7(2)18-12(13)17/h3-6,8,10-11,15-16H,2H2,1H3/b4-3+/t8-,10+,11+,13+/m0/s1
InChIKey
ROOGVCKSAVTPSZ-KMSURZFUSA-N
Synonyms
Arthropsolide A; 135048-14-5; (4S,5R)-4beta,10beta-Dihydroxy-3-methylene-6beta-[(E)-1-propenyl]-2-oxaspiro[4.5]dec-7-ene-1,9-dione; (4S,5R,6S,10S)-4,6-dihydroxy-3-methylidene-10-[(E)-prop-1-enyl]-2-oxaspiro[4.5]dec-8-ene-1,7-dione; NSC661230; CHEMBL1982276; NSC-661230
CAS NA
PubChem CID 5467970
ChEMBL ID CHEMBL1982276
*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: 250.25 ALogp: -0.1
HBD: 2 HBA: 5
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 83.8 Aromatic Rings: 2
Heavy Atoms: 18 QED Weighted: 0.523

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.653 MDCK Permeability: 0.00002280
Pgp-inhibitor: 0.022 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.058
30% Bioavailability (F30%): 0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.986 Plasma Protein Binding (PPB): 67.85%
Volume Distribution (VD): 0.304 Fu: 41.96%

ADMET: Metabolism

CYP1A2-inhibitor: 0.058 CYP1A2-substrate: 0.161
CYP2C19-inhibitor: 0.03 CYP2C19-substrate: 0.433
CYP2C9-inhibitor: 0.022 CYP2C9-substrate: 0.072
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.151
CYP3A4-inhibitor: 0.031 CYP3A4-substrate: 0.239

ADMET: Excretion

Clearance (CL): 8.035 Half-life (T1/2): 0.617

ADMET: Toxicity

hERG Blockers: 0.009 Human Hepatotoxicity (H-HT): 0.075
Drug-inuced Liver Injury (DILI): 0.214 AMES Toxicity: 0.507
Rat Oral Acute Toxicity: 0.991 Maximum Recommended Daily Dose: 0.967
Skin Sensitization: 0.953 Carcinogencity: 0.743
Eye Corrosion: 0.803 Eye Irritation: 0.799
Respiratory Toxicity: 0.972
*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
ENC005953 0.627 D03KXY 0.224
ENC005952 0.391 D03TGJ 0.214
ENC001883 0.322 D0Y7DP 0.205
ENC005124 0.322 D0CL9S 0.205
ENC004776 0.288 D0K7LU 0.198
ENC001843 0.283 D0Z8EX 0.195
ENC003396 0.273 D0R2KF 0.193
ENC001995 0.272 D09PZO 0.190
ENC004778 0.264 D0TS1Z 0.190
ENC004777 0.264 D0D2VS 0.185
*Note: the compound similarity was calculated by RDKIT.