Natural Product: ENC004127

NPs Basic Information

Download MOL File
Name
Lithocarin B
Molecular Formula C28H40O6
IUPAC Name*
[(1R,2R,7S,8aR)-1,8a-dimethyl-6-oxo-7-prop-1-en-2-yl-1,2,3,4,7,8-hexahydronaphthalen-2-yl] (4E,6E)-9-acetyloxy-3-hydroxy-2-methyldeca-4,6-dienoate
SMILES
C[C@H]1[C@@H](CCC2=CC(=O)[C@@H](C[C@]12C)C(=C)C)OC(=O)C(C)C(/C=C/C=C/CC(C)OC(=O)C)O
InChI
InChI=1S/C28H40O6/c1-17(2)23-16-28(7)20(5)26(14-13-22(28)15-25(23)31)34-27(32)19(4)24(30)12-10-8-9-11-18(3)33-21(6)29/h8-10,12,15,18-20,23-24,26,30H,1,11,13-14,16H2,2-7H3/b9-8+,12-10+/t18?,19?,20-,23-,24?,26+,28+/m0/s1
InChIKey
JHCPVFZPASTLDV-CKEAXHSXSA-N
Synonyms
Lithocarin B
CAS NA
PubChem CID 146683442
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: Sesquiterpenoids
          • Direct Parent: Eremophilane, 8,9-secoere

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: 472.6 ALogp: 5.0
HBD: 1 HBA: 6
Rotatable Bonds: 11 Lipinski's rule of five: Accepted
Polar Surface Area: 89.9 Aromatic Rings: 2
Heavy Atoms: 34 QED Weighted: 0.28

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.611 MDCK Permeability: 0.00001330
Pgp-inhibitor: 0.945 Pgp-substrate: 0.338
Human Intestinal Absorption (HIA): 0.011 20% Bioavailability (F20%): 0.011
30% Bioavailability (F30%): 0.138

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.688 Plasma Protein Binding (PPB): 80.88%
Volume Distribution (VD): 0.341 Fu: 15.09%

ADMET: Metabolism

CYP1A2-inhibitor: 0.051 CYP1A2-substrate: 0.077
CYP2C19-inhibitor: 0.341 CYP2C19-substrate: 0.832
CYP2C9-inhibitor: 0.26 CYP2C9-substrate: 0.968
CYP2D6-inhibitor: 0.599 CYP2D6-substrate: 0.767
CYP3A4-inhibitor: 0.882 CYP3A4-substrate: 0.693

ADMET: Excretion

Clearance (CL): 3.527 Half-life (T1/2): 0.411

ADMET: Toxicity

hERG Blockers: 0.003 Human Hepatotoxicity (H-HT): 0.719
Drug-inuced Liver Injury (DILI): 0.902 AMES Toxicity: 0.101
Rat Oral Acute Toxicity: 0.446 Maximum Recommended Daily Dose: 0.1
Skin Sensitization: 0.864 Carcinogencity: 0.845
Eye Corrosion: 0.004 Eye Irritation: 0.016
Respiratory Toxicity: 0.351
*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
ENC004128 0.750 D0X4RS 0.250
ENC003665 0.670 D02CJX 0.248
ENC003895 0.626 D0W5LS 0.236
ENC004660 0.611 D0G7KJ 0.235
ENC002230 0.500 D09WYX 0.234
ENC001526 0.417 D0X2LV 0.232
ENC002137 0.385 D08TEJ 0.230
ENC003292 0.324 D0FG6M 0.230
ENC003293 0.319 D00AEQ 0.229
ENC005061 0.309 D08BDT 0.227
*Note: the compound similarity was calculated by RDKIT.