Natural Product: ENC002157

NPs Basic Information

Download MOL File
Name
Fumagiringillin
Molecular Formula C26H36O8
IUPAC Name*
(2E,4E,6E,8E)-10-[[(3S,3aS,4S,5R,7aR)-7a-hydroxy-3-[(1R)-1-hydroxy-4-methylpent-3-enyl]-4-methoxy-3-methyl-1,3a,4,5,6,7-hexahydro-2-benzofuran-5-yl]oxy]-10-oxodeca-2,4,6,8-tetraenoic acid
SMILES
CC(=CC[C@H]([C@@]1([C@H]2[C@@H]([C@@H](CC[C@@]2(CO1)O)OC(=O)/C=C/C=C/C=C/C=C/C(=O)O)OC)C)O)C
InChI
InChI=1S/C26H36O8/c1-18(2)13-14-20(27)25(3)24-23(32-4)19(15-16-26(24,31)17-33-25)34-22(30)12-10-8-6-5-7-9-11-21(28)29/h5-13,19-20,23-24,27,31H,14-17H2,1-4H3,(H,28,29)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25-,26+/m1/s1
InChIKey
CTJMHUNIVHCSLW-CVKHXQCASA-N
Synonyms
Fumagiringillin; (2E,4E,6E,8E)-10-[[(3S,3aS,4S,5R,7aR)-7a-hydroxy-3-[(1R)-1-hydroxy-4-methylpent-3-enyl]-4-methoxy-3-methyl-1,3a,4,5,6,7-hexahydro-2-benzofuran-5-yl]oxy]-10-oxodeca-2,4,6,8-tetraenoic acid
CAS NA
PubChem CID 11488385
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Isobenzofurans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Isobenzofurans

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: 476.6 ALogp: 3.0
HBD: 3 HBA: 8
Rotatable Bonds: 11 Lipinski's rule of five: Accepted
Polar Surface Area: 123.0 Aromatic Rings: 2
Heavy Atoms: 34 QED Weighted: 0.189

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.265 MDCK Permeability: 0.00000777
Pgp-inhibitor: 0.004 Pgp-substrate: 0.944
Human Intestinal Absorption (HIA): 0.616 20% Bioavailability (F20%): 0.046
30% Bioavailability (F30%): 0.959

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.121 Plasma Protein Binding (PPB): 69.04%
Volume Distribution (VD): 0.413 Fu: 9.14%

ADMET: Metabolism

CYP1A2-inhibitor: 0.154 CYP1A2-substrate: 0.062
CYP2C19-inhibitor: 0.067 CYP2C19-substrate: 0.05
CYP2C9-inhibitor: 0.065 CYP2C9-substrate: 0.988
CYP2D6-inhibitor: 0.703 CYP2D6-substrate: 0.857
CYP3A4-inhibitor: 0.553 CYP3A4-substrate: 0.044

ADMET: Excretion

Clearance (CL): 1.715 Half-life (T1/2): 0.124

ADMET: Toxicity

hERG Blockers: 0.023 Human Hepatotoxicity (H-HT): 0.873
Drug-inuced Liver Injury (DILI): 0.588 AMES Toxicity: 0.011
Rat Oral Acute Toxicity: 0.231 Maximum Recommended Daily Dose: 0.181
Skin Sensitization: 0.663 Carcinogencity: 0.175
Eye Corrosion: 0.043 Eye Irritation: 0.369
Respiratory Toxicity: 0.958
*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
ENC003807 0.301 D0FG6M 0.688
ENC003585 0.301 D0G3PI 0.236
ENC005222 0.283 D02DGU 0.236
ENC001856 0.277 D00DKK 0.236
ENC001936 0.274 D0X7XG 0.231
ENC005164 0.274 D0H2MO 0.213
ENC005165 0.274 D0S7WX 0.210
ENC002137 0.264 D05QDC 0.189
ENC003161 0.261 D0Y5RZ 0.189
ENC002117 0.261 D0Q0PR 0.184
*Note: the compound similarity was calculated by RDKIT.