Natural Product: ENC003397

NPs Basic Information

Download MOL File
Name
[(2R,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(E)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-2-methylbut-2-enoate
Molecular Formula C22H34O13
IUPAC Name*
[(2R,3R,4S,5R,6R)-2-[(2R,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(E)-2-methylbut-2-enoyl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-2-methylbut-2-enoate
SMILES
C/C=C(/C(=O)O[C@@H]1[C@H]([C@H](O[C@@H]([C@H]1O)CO)O[C@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)OC(=O)/C(=C/C)/C)O)CO)O)\C
InChI
InChI=1S/C22H34O13/c1-5-9(3)19(29)33-17-13(25)11(7-23)31-21(15(17)27)35-22-16(28)18(14(26)12(8-24)32-22)34-20(30)10(4)6-2/h5-6,11-18,21-28H,7-8H2,1-4H3/b9-5+,10-6+/t11-,12-,13-,14-,15-,16-,17+,18+,21-,22-/m1/s1
InChIKey
GOCSEFUZLXEMPL-KTTJKFNESA-N
Synonyms
Trehangelin A; J3.637.460H
CAS NA
PubChem CID 132508505
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Saccharolipids
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Saccharolipids

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: 506.5 ALogp: -0.6
HBD: 6 HBA: 13
Rotatable Bonds: 10 Lipinski's rule of five: Rejected
Polar Surface Area: 202.0 Aromatic Rings: 2
Heavy Atoms: 35 QED Weighted: 0.16

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.958 MDCK Permeability: 0.00022548
Pgp-inhibitor: 0.025 Pgp-substrate: 0.994
Human Intestinal Absorption (HIA): 0.94 20% Bioavailability (F20%): 0.011
30% Bioavailability (F30%): 0.997

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.153 Plasma Protein Binding (PPB): 34.55%
Volume Distribution (VD): 0.53 Fu: 25.10%

ADMET: Metabolism

CYP1A2-inhibitor: 0.036 CYP1A2-substrate: 0.036
CYP2C19-inhibitor: 0.03 CYP2C19-substrate: 0.422
CYP2C9-inhibitor: 0.004 CYP2C9-substrate: 0.077
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.064
CYP3A4-inhibitor: 0.034 CYP3A4-substrate: 0.02

ADMET: Excretion

Clearance (CL): 1.329 Half-life (T1/2): 0.776

ADMET: Toxicity

hERG Blockers: 0.088 Human Hepatotoxicity (H-HT): 0.658
Drug-inuced Liver Injury (DILI): 0.624 AMES Toxicity: 0.147
Rat Oral Acute Toxicity: 0.009 Maximum Recommended Daily Dose: 0.002
Skin Sensitization: 0.256 Carcinogencity: 0.017
Eye Corrosion: 0.003 Eye Irritation: 0.047
Respiratory Toxicity: 0.021
*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
ENC002949 0.918 D07BSE 0.382
ENC002950 0.842 D0T5BC 0.360
ENC0049112 0.346 D0YV1Q 0.351
ENC003351 0.336 D0D0SH 0.350
ENC002269 0.325 D02HYK 0.350
ENC003820 0.324 D0A8RX 0.346
ENC003819 0.320 D0Y3MO 0.333
ENC004854 0.316 D07QQD 0.332
ENC001939 0.310 D04NDM 0.329
ENC001938 0.303 D07BCT 0.326
*Note: the compound similarity was calculated by RDKIT.