Natural Product: ENC003351

NPs Basic Information

Download MOL File
Name
methyl (4aR,7aR)-7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
Molecular Formula C17H24O10
IUPAC Name*
methyl (4aR,7aR)-7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES
COC(=O)C1=COC([C@@H]2[C@H]1CC=C2CO)OC3C(C(C(C(O3)CO)O)O)O
InChI
InChI=1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10?,11-,12?,13?,14?,16?,17?/m0/s1
InChIKey
IBFYXTRXDNAPMM-YFAICUPXSA-N
Synonyms
Geniposide; 24512-63-8
CAS 24512-63-8
PubChem CID 129316837
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: Terpene glycosides
          • Direct Parent: Iridoid O-glycosides

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: 388.4 ALogp: -2.3
HBD: 5 HBA: 10
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 155.0 Aromatic Rings: 3
Heavy Atoms: 27 QED Weighted: 0.274

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.657 MDCK Permeability: 0.00015361
Pgp-inhibitor: 0 Pgp-substrate: 0.016
Human Intestinal Absorption (HIA): 0.893 20% Bioavailability (F20%): 0.464
30% Bioavailability (F30%): 0.992

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.452 Plasma Protein Binding (PPB): 26.70%
Volume Distribution (VD): 0.295 Fu: 59.36%

ADMET: Metabolism

CYP1A2-inhibitor: 0.006 CYP1A2-substrate: 0.056
CYP2C19-inhibitor: 0.009 CYP2C19-substrate: 0.19
CYP2C9-inhibitor: 0.001 CYP2C9-substrate: 0.046
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.097
CYP3A4-inhibitor: 0.013 CYP3A4-substrate: 0.083

ADMET: Excretion

Clearance (CL): 1.52 Half-life (T1/2): 0.84

ADMET: Toxicity

hERG Blockers: 0.016 Human Hepatotoxicity (H-HT): 0.196
Drug-inuced Liver Injury (DILI): 0.964 AMES Toxicity: 0.255
Rat Oral Acute Toxicity: 0.227 Maximum Recommended Daily Dose: 0.278
Skin Sensitization: 0.039 Carcinogencity: 0.936
Eye Corrosion: 0.003 Eye Irritation: 0.013
Respiratory Toxicity: 0.508
*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
ENC004291 0.413 D06BQU 0.402
ENC001567 0.390 D0T5BC 0.388
ENC001062 0.388 D02HYK 0.336
ENC003068 0.388 D0H3KI 0.329
ENC001625 0.374 D0YV1Q 0.328
ENC000851 0.360 D05ZYM 0.314
ENC002949 0.347 D0S0NK 0.313
ENC005772 0.340 D0Y3MO 0.312
ENC005608 0.340 D07BCT 0.301
ENC003397 0.336 D07JPC 0.292
*Note: the compound similarity was calculated by RDKIT.