Natural Product: ENC003817

NPs Basic Information

Download MOL File
Name
Wakodecaline A
Molecular Formula C25H37NO6
IUPAC Name*
(2R)-2-[[(2S,3R,3aS,5aR,7S,9aS,9bR)-3-[(E,3S)-3-hydroxybut-1-enyl]-4,7,9b-trimethyl-1-oxo-3,3a,5a,6,7,8,9,9a-octahydro-2H-cyclopenta[a]naphthalene-2-carbonyl]-methylamino]-3-hydroxypropanoic acid
SMILES
C[C@H]1CC[C@H]2[C@H](C1)C=C([C@H]3[C@@]2(C(=O)[C@H]([C@@H]3/C=C/[C@H](C)O)C(=O)N(C)[C@H](CO)C(=O)O)C)C
InChI
InChI=1S/C25H37NO6/c1-13-6-9-18-16(10-13)11-14(2)21-17(8-7-15(3)28)20(22(29)25(18,21)4)23(30)26(5)19(12-27)24(31)32/h7-8,11,13,15-21,27-28H,6,9-10,12H2,1-5H3,(H,31,32)/b8-7+/t13-,15-,16+,17-,18-,19+,20-,21+,25+/m0/s1
InChIKey
JDXAKDFLLVKKOO-UDDRCHRDSA-N
Synonyms
Wakodecaline A
CAS NA
PubChem CID 139589497
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Diterpenoids
          • Direct Parent: Diterpenoids

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: 447.6 ALogp: 2.1
HBD: 3 HBA: 6
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 115.0 Aromatic Rings: 3
Heavy Atoms: 32 QED Weighted: 0.426

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.78 MDCK Permeability: 0.00035547
Pgp-inhibitor: 0.001 Pgp-substrate: 0.989
Human Intestinal Absorption (HIA): 0.945 20% Bioavailability (F20%): 0.015
30% Bioavailability (F30%): 0.034

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.635 Plasma Protein Binding (PPB): 79.11%
Volume Distribution (VD): 0.408 Fu: 14.05%

ADMET: Metabolism

CYP1A2-inhibitor: 0.014 CYP1A2-substrate: 0.204
CYP2C19-inhibitor: 0.015 CYP2C19-substrate: 0.726
CYP2C9-inhibitor: 0.004 CYP2C9-substrate: 0.208
CYP2D6-inhibitor: 0.005 CYP2D6-substrate: 0.099
CYP3A4-inhibitor: 0.097 CYP3A4-substrate: 0.202

ADMET: Excretion

Clearance (CL): 5.792 Half-life (T1/2): 0.881

ADMET: Toxicity

hERG Blockers: 0.014 Human Hepatotoxicity (H-HT): 0.411
Drug-inuced Liver Injury (DILI): 0.935 AMES Toxicity: 0.002
Rat Oral Acute Toxicity: 0.863 Maximum Recommended Daily Dose: 0.906
Skin Sensitization: 0.279 Carcinogencity: 0.613
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.919
*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
ENC003818 0.809 D0E9KA 0.275
ENC005774 0.527 D0O5FY 0.262
ENC004320 0.527 D04SFH 0.244
ENC004321 0.527 D0I5DS 0.234
ENC005775 0.448 D08PIQ 0.234
ENC004322 0.448 D0F1EX 0.231
ENC003021 0.416 D03IKT 0.231
ENC004339 0.402 D0X7XG 0.227
ENC005181 0.393 D0I1LH 0.227
ENC005182 0.393 D05ZTH 0.227
*Note: the compound similarity was calculated by RDKIT.