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 IDEndophyte NameFamilyGenusTaxonomy IDGenBank IDClosest GenBank IDReference
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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:

*Note: the compound similarity was calculated by RDKIT.