Natural Product: ENC004027

NPs Basic Information

Download MOL File
Name
(3S,11R,12S)-5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione
Molecular Formula C20H22O6
IUPAC Name*
(3S,11R,12S)-5-(furan-3-yl)-12-hydroxy-3,11-dimethyl-6,14-dioxatetracyclo[10.2.2.02,11.03,8]hexadec-15-ene-7,13-dione
SMILES
C[C@@]12CCC3C(=O)OC(C[C@]3(C1C4C=C[C@]2(C(=O)O4)O)C)C5=COC=C5
InChI
InChI=1S/C20H22O6/c1-18-9-14(11-5-8-24-10-11)25-16(21)12(18)3-6-19(2)15(18)13-4-7-20(19,23)17(22)26-13/h4-5,7-8,10,12-15,23H,3,6,9H2,1-2H3/t12?,13?,14?,15?,18-,19-,20-/m1/s1
InChIKey
AALLCALQGXXWNA-UTOPOAIZSA-N
Synonyms
Columbin; ISOCOLUMBIN; 471-54-5; 546-97-4
CAS NA
PubChem CID 146158961
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthopyrans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Naphthopyrans

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: 358.4 ALogp: 2.2
HBD: 1 HBA: 6
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 86.0 Aromatic Rings: 6
Heavy Atoms: 26 QED Weighted: 0.612

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.28 MDCK Permeability: 0.00001700
Pgp-inhibitor: 0.308 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.019 20% Bioavailability (F20%): 0.063
30% Bioavailability (F30%): 0.072

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.92 Plasma Protein Binding (PPB): 88.04%
Volume Distribution (VD): 2.144 Fu: 18.85%

ADMET: Metabolism

CYP1A2-inhibitor: 0.048 CYP1A2-substrate: 0.644
CYP2C19-inhibitor: 0.548 CYP2C19-substrate: 0.562
CYP2C9-inhibitor: 0.379 CYP2C9-substrate: 0.037
CYP2D6-inhibitor: 0.021 CYP2D6-substrate: 0.144
CYP3A4-inhibitor: 0.892 CYP3A4-substrate: 0.455

ADMET: Excretion

Clearance (CL): 9.096 Half-life (T1/2): 0.059

ADMET: Toxicity

hERG Blockers: 0.027 Human Hepatotoxicity (H-HT): 0.24
Drug-inuced Liver Injury (DILI): 0.194 AMES Toxicity: 0.014
Rat Oral Acute Toxicity: 0.965 Maximum Recommended Daily Dose: 0.894
Skin Sensitization: 0.073 Carcinogencity: 0.723
Eye Corrosion: 0.003 Eye Irritation: 0.017
Respiratory Toxicity: 0.939
*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
ENC003282 0.328 D0G6AB 0.262
ENC003107 0.323 D0D1SG 0.252
ENC002056 0.321 D0IL7L 0.252
ENC005049 0.314 D0P0HT 0.250
ENC002850 0.310 D0I5DS 0.248
ENC002903 0.297 D0V9DZ 0.248
ENC002851 0.294 D08PIQ 0.248
ENC003323 0.279 D0K7LU 0.245
ENC005203 0.277 D06AEO 0.241
ENC001928 0.277 D0C7JF 0.239
*Note: the compound similarity was calculated by RDKIT.