Natural Product: ENC000885

NPs Basic Information

Download MOL File
Name
(-)-Lentiginosine
Molecular Formula C8H15NO2
IUPAC Name*
(1R,2R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2-diol
SMILES
C1CCN2C[C@H]([C@@H]([C@H]2C1)O)O
InChI
InChI=1S/C8H15NO2/c10-7-5-9-4-2-1-3-6(9)8(7)11/h6-8,10-11H,1-5H2/t6-,7-,8-/m1/s1
InChIKey
SQECYPINZNWUTE-BWZBUEFSSA-N
Synonyms
(-)-LENTIGINOSINE; 125279-72-3; (1R,2R,8aR)-octahydroindolizine-1,2-diol; (1R,2R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2-diol; 161024-43-7; 1,2-Dihydroxyindolizidine; 1,2-di-epi-lentiginosine; CHEMBL2409317; DTXSID10154720; ZINC5133855; AKOS006293439; 1,2-Indolizinediol, octahydro-, (1S-(1alpha,2beta,8aalpha))-
CAS 125279-72-3
PubChem CID 130407
ChEMBL ID CHEMBL2409317
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indolizidines
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Indolizidines

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: 157.21 ALogp: -0.3
HBD: 2 HBA: 3
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 43.7 Aromatic Rings: 2
Heavy Atoms: 11 QED Weighted: 0.52

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.945 MDCK Permeability: 0.00003380
Pgp-inhibitor: 0.002 Pgp-substrate: 0.968
Human Intestinal Absorption (HIA): 0.009 20% Bioavailability (F20%): 0.015
30% Bioavailability (F30%): 0.057

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.293 Plasma Protein Binding (PPB): 14.59%
Volume Distribution (VD): 1.627 Fu: 80.14%

ADMET: Metabolism

CYP1A2-inhibitor: 0.032 CYP1A2-substrate: 0.098
CYP2C19-inhibitor: 0.027 CYP2C19-substrate: 0.844
CYP2C9-inhibitor: 0.002 CYP2C9-substrate: 0.191
CYP2D6-inhibitor: 0.018 CYP2D6-substrate: 0.708
CYP3A4-inhibitor: 0.001 CYP3A4-substrate: 0.167

ADMET: Excretion

Clearance (CL): 6.589 Half-life (T1/2): 0.734

ADMET: Toxicity

hERG Blockers: 0.054 Human Hepatotoxicity (H-HT): 0.25
Drug-inuced Liver Injury (DILI): 0.1 AMES Toxicity: 0.031
Rat Oral Acute Toxicity: 0.271 Maximum Recommended Daily Dose: 0.042
Skin Sensitization: 0.409 Carcinogencity: 0.089
Eye Corrosion: 0.205 Eye Irritation: 0.877
Respiratory Toxicity: 0.936
*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
ENC000183 0.297 D0L0MK 0.344
ENC002200 0.293 D0D0ZD 0.236
ENC002098 0.293 D0HR8Z 0.224
ENC002735 0.266 D04URO 0.224
ENC000767 0.265 D07HZY 0.213
ENC002164 0.262 D0T3HY 0.211
ENC002181 0.262 D04CSZ 0.200
ENC005485 0.259 D0Z4EI 0.200
ENC004121 0.246 D0MU9L 0.200
ENC004377 0.246 D07GRH 0.197
*Note: the compound similarity was calculated by RDKIT.