Natural Product: ENC004446

NPs Basic Information

Download MOL File
Name
(1Z,6R,11R,13R,14S,15S,16R,19E,23R,27R)-23-acetyl-27-hydroxy-9,15-dimethylspiro[4,12,17,24-tetraoxapentacyclo[21.3.1.113,16.06,11.06,15]octacosa-1,9,19-triene-14,2'-oxirane]-3,18-dione
Molecular Formula C29H36O9
IUPAC Name*
(1Z,6R,11R,13R,14S,15S,16R,19E,23R,27R)-23-acetyl-27-hydroxy-9,15-dimethylspiro[4,12,17,24-tetraoxapentacyclo[21.3.1.113,16.06,11.06,15]octacosa-1,9,19-triene-14,2'-oxirane]-3,18-dione
SMILES
CC1=C[C@@H]2[C@@]3(CC1)COC(=O)/C=C\4/CCO[C@@]([C@@H]4O)(CC/C=C/C(=O)O[C@H]5[C@]3([C@]6(CO6)[C@@H](C5)O2)C)C(=O)C
InChI
InChI=1S/C29H36O9/c1-17-7-10-27-15-34-24(32)13-19-8-11-35-28(18(2)30,25(19)33)9-5-4-6-23(31)38-20-14-22(37-21(27)12-17)29(16-36-29)26(20,27)3/h4,6,12-13,20-22,25,33H,5,7-11,14-16H2,1-3H3/b6-4+,19-13-/t20-,21-,22-,25-,26-,27-,28+,29+/m1/s1
InChIKey
LXIQXFWXXPJPEE-OICCJBEUSA-N
Synonyms
mytoxin B; 105049-15-8
CAS NA
PubChem CID 156597133
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: 528.6 ALogp: 1.4
HBD: 1 HBA: 9
Rotatable Bonds: 1 Lipinski's rule of five: Rejected
Polar Surface Area: 121.0 Aromatic Rings: 6
Heavy Atoms: 38 QED Weighted: 0.31

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.333 MDCK Permeability: 0.00001450
Pgp-inhibitor: 0.031 Pgp-substrate: 0.957
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.868
30% Bioavailability (F30%): 0.91

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.722 Plasma Protein Binding (PPB): 60.08%
Volume Distribution (VD): 0.992 Fu: 26.74%

ADMET: Metabolism

CYP1A2-inhibitor: 0.005 CYP1A2-substrate: 0.852
CYP2C19-inhibitor: 0.114 CYP2C19-substrate: 0.482
CYP2C9-inhibitor: 0.032 CYP2C9-substrate: 0.018
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.038
CYP3A4-inhibitor: 0.708 CYP3A4-substrate: 0.85

ADMET: Excretion

Clearance (CL): 10.623 Half-life (T1/2): 0.674

ADMET: Toxicity

hERG Blockers: 0.019 Human Hepatotoxicity (H-HT): 0.425
Drug-inuced Liver Injury (DILI): 0.777 AMES Toxicity: 0.982
Rat Oral Acute Toxicity: 0.957 Maximum Recommended Daily Dose: 0.916
Skin Sensitization: 0.32 Carcinogencity: 0.714
Eye Corrosion: 0.168 Eye Irritation: 0.075
Respiratory Toxicity: 0.092
*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
ENC002026 0.886 D06XHC 0.264
ENC004392 0.683 D0Q4SD 0.258
ENC004393 0.669 D0EP0C 0.255
ENC004254 0.646 D04GJN 0.252
ENC002240 0.606 D09WYX 0.244
ENC003126 0.595 D0I2SD 0.243
ENC004774 0.585 D0V2JK 0.241
ENC004775 0.582 D06AEO 0.238
ENC002696 0.580 D0P0HT 0.236
ENC003943 0.574 D0K7HU 0.236
*Note: the compound similarity was calculated by RDKIT.