Natural Product: ENC001863

NPs Basic Information

Download MOL File
Name
Phomopsolide B
Molecular Formula C15H20O6
IUPAC Name*
[(2S,3S)-2-[(E,3S,4S)-3,4-dihydroxypent-1-enyl]-6-oxo-2,3-dihydropyran-3-yl] (E)-2-methylbut-2-enoate
SMILES
C/C=C(\C)/C(=O)O[C@H]1C=CC(=O)O[C@H]1/C=C/[C@@H]([C@H](C)O)O
InChI
InChI=1S/C15H20O6/c1-4-9(2)15(19)21-13-7-8-14(18)20-12(13)6-5-11(17)10(3)16/h4-8,10-13,16-17H,1-3H3/b6-5+,9-4+/t10-,11-,12-,13-/m0/s1
InChIKey
JTHHOHSDOJJNFN-HIWLEQICSA-N
Synonyms
Phomopsolide B; 97529-84-5; [(2S,3S)-2-[(E,3S,4S)-3,4-dihydroxypent-1-enyl]-6-oxo-2,3-dihydropyran-3-yl] (E)-2-methylbut-2-enoate; CHEMBL464205; MEGxm0_000024; SCHEMBL10028462; ACon0_000031; ACon1_001076; DTXSID901347913; NCGC00169700-01; BRD-K15758093-001-01-7; 2-Methyl-2-butenoic acid (2S)-2beta-[(1E,3S,4S)-3,4-dihydroxy-1-pentenyl]-6-oxo-3,6-dihydro-2H-pyran-3beta-yl ester
CAS 97529-84-5
PubChem CID 6442165
ChEMBL ID CHEMBL464205
*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: 296.31 ALogp: 0.8
HBD: 2 HBA: 6
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 93.1 Aromatic Rings: 1
Heavy Atoms: 21 QED Weighted: 0.447

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.715 MDCK Permeability: 0.00004040
Pgp-inhibitor: 0.006 Pgp-substrate: 0.096
Human Intestinal Absorption (HIA): 0.865 20% Bioavailability (F20%): 0.173
30% Bioavailability (F30%): 0.982

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.923 Plasma Protein Binding (PPB): 71.61%
Volume Distribution (VD): 0.306 Fu: 23.08%

ADMET: Metabolism

CYP1A2-inhibitor: 0.059 CYP1A2-substrate: 0.12
CYP2C19-inhibitor: 0.035 CYP2C19-substrate: 0.387
CYP2C9-inhibitor: 0.019 CYP2C9-substrate: 0.118
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.089
CYP3A4-inhibitor: 0.035 CYP3A4-substrate: 0.275

ADMET: Excretion

Clearance (CL): 7.132 Half-life (T1/2): 0.854

ADMET: Toxicity

hERG Blockers: 0.01 Human Hepatotoxicity (H-HT): 0.647
Drug-inuced Liver Injury (DILI): 0.083 AMES Toxicity: 0.092
Rat Oral Acute Toxicity: 0.843 Maximum Recommended Daily Dose: 0.955
Skin Sensitization: 0.714 Carcinogencity: 0.494
Eye Corrosion: 0.023 Eye Irritation: 0.046
Respiratory Toxicity: 0.94
*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
ENC001864 0.697 D0E9KA 0.243
ENC003191 0.623 D02RQU 0.212
ENC005693 0.583 D0ZI4H 0.205
ENC005531 0.548 D05ZTH 0.196
ENC005692 0.519 D00NPP 0.196
ENC003321 0.474 D06WTZ 0.193
ENC003192 0.474 D0N3NO 0.193
ENC002128 0.346 D0QQ6Q 0.179
ENC005124 0.344 D0T6WT 0.179
ENC001883 0.344 D0HD9K 0.175
*Note: the compound similarity was calculated by RDKIT.