Natural Product: ENC002298

NPs Basic Information

Download MOL File
Name
Lasiodiplodin
Molecular Formula C17H24O4
IUPAC Name*
(4S)-14-hydroxy-16-methoxy-4-methyl-3-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-2-one
SMILES
C[C@H]1CCCCCCCC2=C(C(=CC(=C2)O)OC)C(=O)O1
InChI
InChI=1S/C17H24O4/c1-12-8-6-4-3-5-7-9-13-10-14(18)11-15(20-2)16(13)17(19)21-12/h10-12,18H,3-9H2,1-2H3/t12-/m0/s1
InChIKey
OKWRDLQBKAOJNC-LBPRGKRZSA-N
Synonyms
lasiodiplodin; 32885-81-7; (4S)-14-hydroxy-16-methoxy-4-methyl-3-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-2-one; (S)-Lasiodiplodin; CHEMBL393258; SCHEMBL23484270; ZINC28875643; AKOS032948907; Q59287150; (3S)-12-hydroxy-14-methoxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclododecin-1-one; (9S)-15-hydroxy-13-methoxy-9-methyl-10-oxabicyclo[10.4.0]hexadeca-1(12),13,15-trien-11-one
CAS NA
PubChem CID 14562696
ChEMBL ID CHEMBL393258
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolides and analogues
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolides and analogues

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: 292.4 ALogp: 4.7
HBD: 1 HBA: 4
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 55.8 Aromatic Rings: 2
Heavy Atoms: 21 QED Weighted: 0.774

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.703 MDCK Permeability: 0.00003570
Pgp-inhibitor: 0.004 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.003 20% Bioavailability (F20%): 0.346
30% Bioavailability (F30%): 0.014

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.717 Plasma Protein Binding (PPB): 95.53%
Volume Distribution (VD): 0.723 Fu: 2.83%

ADMET: Metabolism

CYP1A2-inhibitor: 0.963 CYP1A2-substrate: 0.613
CYP2C19-inhibitor: 0.87 CYP2C19-substrate: 0.277
CYP2C9-inhibitor: 0.658 CYP2C9-substrate: 0.961
CYP2D6-inhibitor: 0.898 CYP2D6-substrate: 0.828
CYP3A4-inhibitor: 0.716 CYP3A4-substrate: 0.111

ADMET: Excretion

Clearance (CL): 10.386 Half-life (T1/2): 0.426

ADMET: Toxicity

hERG Blockers: 0.036 Human Hepatotoxicity (H-HT): 0.104
Drug-inuced Liver Injury (DILI): 0.443 AMES Toxicity: 0.056
Rat Oral Acute Toxicity: 0.024 Maximum Recommended Daily Dose: 0.631
Skin Sensitization: 0.896 Carcinogencity: 0.131
Eye Corrosion: 0.163 Eye Irritation: 0.94
Respiratory Toxicity: 0.681
*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
ENC005004 1.000 D07GRH 0.295
ENC003318 0.826 D0X5KF 0.284
ENC002297 0.769 D0P6VV 0.279
ENC005003 0.769 D03SKD 0.278
ENC005006 0.765 D07MGA 0.277
ENC005005 0.761 D0L1JW 0.264
ENC005001 0.714 D00ZFP 0.261
ENC003715 0.714 D0J4IX 0.260
ENC001527 0.704 D09OBB 0.258
ENC003973 0.662 D09PJX 0.255
*Note: the compound similarity was calculated by RDKIT.