Natural Product: ENC003580

NPs Basic Information

Download MOL File
Name
[(1R,2R,4S,7R,9R,10R,11S,12S)-11-acetyloxy-2-(acetyloxymethyl)-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-yl] pentanoate
Molecular Formula C24H34O9
IUPAC Name*
[(1R,2R,4S,7R,9R,10R,11S,12S)-11-acetyloxy-2-(acetyloxymethyl)-10-hydroxy-1,5-dimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-4-yl] pentanoate
SMILES
CCCCC(=O)O[C@H]1C[C@]2([C@@H](C=C1C)O[C@@H]3[C@@H]([C@H]([C@@]2([C@]34CO4)C)OC(=O)C)O)COC(=O)C
InChI
InChI=1S/C24H34O9/c1-6-7-8-18(27)32-16-10-23(11-29-14(3)25)17(9-13(16)2)33-21-19(28)20(31-15(4)26)22(23,5)24(21)12-30-24/h9,16-17,19-21,28H,6-8,10-12H2,1-5H3/t16-,17+,19+,20+,21+,22-,23+,24-/m0/s1
InChIKey
QXHICULSTMOREA-QFSIENHESA-N
Synonyms
8-n-Pentanoylneosolaniol
CAS NA
PubChem CID 139583257
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Sesquiterpenoids
          • Direct Parent: Trichothecenes

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: 466.5 ALogp: 1.0
HBD: 1 HBA: 9
Rotatable Bonds: 10 Lipinski's rule of five: Accepted
Polar Surface Area: 121.0 Aromatic Rings: 4
Heavy Atoms: 33 QED Weighted: 0.261

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.277 MDCK Permeability: 0.00006800
Pgp-inhibitor: 0.898 Pgp-substrate: 0.998
Human Intestinal Absorption (HIA): 0.036 20% Bioavailability (F20%): 0.397
30% Bioavailability (F30%): 0.913

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.337 Plasma Protein Binding (PPB): 51.61%
Volume Distribution (VD): 1.165 Fu: 30.87%

ADMET: Metabolism

CYP1A2-inhibitor: 0.026 CYP1A2-substrate: 0.093
CYP2C19-inhibitor: 0.074 CYP2C19-substrate: 0.608
CYP2C9-inhibitor: 0.102 CYP2C9-substrate: 0.034
CYP2D6-inhibitor: 0.03 CYP2D6-substrate: 0.076
CYP3A4-inhibitor: 0.568 CYP3A4-substrate: 0.376

ADMET: Excretion

Clearance (CL): 3.088 Half-life (T1/2): 0.755

ADMET: Toxicity

hERG Blockers: 0.114 Human Hepatotoxicity (H-HT): 0.747
Drug-inuced Liver Injury (DILI): 0.869 AMES Toxicity: 0.874
Rat Oral Acute Toxicity: 0.316 Maximum Recommended Daily Dose: 0.299
Skin Sensitization: 0.362 Carcinogencity: 0.06
Eye Corrosion: 0.004 Eye Irritation: 0.026
Respiratory Toxicity: 0.27
*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
ENC003278 0.870 D0L2UN 0.286
ENC002259 0.817 D01ZOG 0.283
ENC001179 0.806 D0H2MO 0.278
ENC003104 0.776 D03SXE 0.275
ENC005516 0.733 D0G7KJ 0.273
ENC005517 0.720 D0X2LV 0.268
ENC003086 0.695 D09SIK 0.262
ENC005586 0.609 D0OL7F 0.262
ENC005587 0.451 D08BDT 0.255
ENC005782 0.320 D00AEQ 0.250
*Note: the compound similarity was calculated by RDKIT.