Natural Product: ENC003515

NPs Basic Information

Download MOL File
Name
(2R,3S)-3-hydroxy-2-methyl-5-[(2S,3S)-3-methyloxiran-2-yl]-2,3-dihydropyran-6-one
Molecular Formula C9H12O4
IUPAC Name*
(2R,3S)-3-hydroxy-2-methyl-5-[(2R,3S)-3-methyloxiran-2-yl]-2,3-dihydropyran-6-one
SMILES
C[C@@H]1[C@H](C=C(C(=O)O1)[C@@H]2[C@@H](O2)C)O
InChI
InChI=1S/C9H12O4/c1-4-7(10)3-6(9(11)13-4)8-5(2)12-8/h3-5,7-8,10H,1-2H3/t4-,5+,7+,8+/m1/s1
InChIKey
RCAULRNMJFUWRP-ZILMGAKASA-N
Synonyms
Aspyrone; (2R,3S)-3-hydroxy-2-methyl-5-[(2S,3S)-3-methyloxiran-2-yl]-2,3-dihydropyran-6-one; 17398-00-4; (5S,6R)-5-Hydroxy-6-methyl-3-((2S,3S)-3-methyl-oxiran-2-yl)-5,6-dihydro-2H-pyran-2-one
CAS NA
PubChem CID 135921651
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrans
        • Subclass: Pyranones and derivatives
          • Direct Parent: Dihydropyranones

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: 184.19 ALogp: -0.1
HBD: 1 HBA: 4
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 59.1 Aromatic Rings: 2
Heavy Atoms: 13 QED Weighted: 0.473

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.55 MDCK Permeability: 0.00004280
Pgp-inhibitor: 0.005 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.005 20% Bioavailability (F20%): 0.004
30% Bioavailability (F30%): 0.078

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.952 Plasma Protein Binding (PPB): 21.39%
Volume Distribution (VD): 0.926 Fu: 84.34%

ADMET: Metabolism

CYP1A2-inhibitor: 0.029 CYP1A2-substrate: 0.6
CYP2C19-inhibitor: 0.026 CYP2C19-substrate: 0.776
CYP2C9-inhibitor: 0.005 CYP2C9-substrate: 0.086
CYP2D6-inhibitor: 0.008 CYP2D6-substrate: 0.384
CYP3A4-inhibitor: 0.008 CYP3A4-substrate: 0.272

ADMET: Excretion

Clearance (CL): 13.249 Half-life (T1/2): 0.779

ADMET: Toxicity

hERG Blockers: 0.006 Human Hepatotoxicity (H-HT): 0.183
Drug-inuced Liver Injury (DILI): 0.813 AMES Toxicity: 0.123
Rat Oral Acute Toxicity: 0.233 Maximum Recommended Daily Dose: 0.029
Skin Sensitization: 0.333 Carcinogencity: 0.771
Eye Corrosion: 0.876 Eye Irritation: 0.743
Respiratory Toxicity: 0.16
*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
ENC002367 0.447 D03KXY 0.254
ENC002880 0.348 D01GYT 0.205
ENC003147 0.333 D0K7LU 0.203
ENC002508 0.316 D0A2AJ 0.200
ENC004741 0.304 D00HCQ 0.200
ENC003225 0.298 D0R2KF 0.197
ENC005567 0.298 D0CL9S 0.194
ENC004880 0.298 D09FAZ 0.194
ENC004882 0.298 D0S7DV 0.194
ENC004881 0.298 D07XSN 0.194
*Note: the compound similarity was calculated by RDKIT.