Natural Product: ENC002009

NPs Basic Information

Download MOL File
Name
(2R,3S,4aS,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-6,7-dihydro-3H-furo[3,2-g]isoindole]-8'-one
Molecular Formula C23H31NO5
IUPAC Name*
(2R,3S,4aS,7R,8R,8aS)-2,3,4'-trihydroxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,2'-6,7-dihydro-3H-furo[3,2-g]isoindole]-8'-one
SMILES
C[C@@H]1CC[C@@H]2[C@@]([C@@]13CC4=C(C=C5CNC(=O)C5=C4O3)O)(C[C@H]([C@H](C2(C)C)O)O)C
InChI
InChI=1S/C23H31NO5/c1-11-5-6-16-21(2,3)19(27)15(26)9-22(16,4)23(11)8-13-14(25)7-12-10-24-20(28)17(12)18(13)29-23/h7,11,15-16,19,25-27H,5-6,8-10H2,1-4H3,(H,24,28)/t11-,15-,16+,19-,22+,23-/m1/s1
InChIKey
NAYYHXFGJRKHMB-OKXHAOHDSA-N
Synonyms
F1839-D
CAS NA
PubChem CID 10363682
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Isoindoles and derivative
        • Subclass: Isoindolines
          • Direct Parent: Isoindolones

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: 401.5 ALogp: 2.8
HBD: 4 HBA: 5
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 99.0 Aromatic Rings: 5
Heavy Atoms: 29 QED Weighted: 0.535

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.935 MDCK Permeability: 0.00000532
Pgp-inhibitor: 0.006 Pgp-substrate: 0.984
Human Intestinal Absorption (HIA): 0.026 20% Bioavailability (F20%): 0.296
30% Bioavailability (F30%): 0.006

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.348 Plasma Protein Binding (PPB): 94.74%
Volume Distribution (VD): 0.777 Fu: 10.39%

ADMET: Metabolism

CYP1A2-inhibitor: 0.239 CYP1A2-substrate: 0.595
CYP2C19-inhibitor: 0.041 CYP2C19-substrate: 0.277
CYP2C9-inhibitor: 0.571 CYP2C9-substrate: 0.823
CYP2D6-inhibitor: 0.563 CYP2D6-substrate: 0.287
CYP3A4-inhibitor: 0.131 CYP3A4-substrate: 0.179

ADMET: Excretion

Clearance (CL): 11.161 Half-life (T1/2): 0.529

ADMET: Toxicity

hERG Blockers: 0.058 Human Hepatotoxicity (H-HT): 0.282
Drug-inuced Liver Injury (DILI): 0.084 AMES Toxicity: 0.01
Rat Oral Acute Toxicity: 0.977 Maximum Recommended Daily Dose: 0.958
Skin Sensitization: 0.918 Carcinogencity: 0.125
Eye Corrosion: 0.003 Eye Irritation: 0.169
Respiratory Toxicity: 0.945
*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
ENC003012 1.000 D0D2TN 0.267
ENC003009 0.816 D0D1SG 0.261
ENC003789 0.773 D0KR5B 0.261
ENC002995 0.773 D08PIQ 0.256
ENC001965 0.660 D0Z1FX 0.255
ENC003259 0.644 D0L2LS 0.252
ENC005396 0.625 D02JNM 0.248
ENC003552 0.596 D04VIS 0.246
ENC003008 0.577 D04SFH 0.246
ENC003014 0.559 D0Y2YP 0.244
*Note: the compound similarity was calculated by RDKIT.