Natural Product: ENC002332

NPs Basic Information

Download MOL File
Name
Monacolin L
Molecular Formula C19H28O3
IUPAC Name*
(4R,6R)-6-[2-[(1S,2S,6R,8aR)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-4-hydroxyoxan-2-one
SMILES
C[C@@H]1CC[C@@H]2[C@H]([C@H](C=CC2=C1)C)CC[C@@H]3C[C@H](CC(=O)O3)O
InChI
InChI=1S/C19H28O3/c1-12-3-7-18-14(9-12)5-4-13(2)17(18)8-6-16-10-15(20)11-19(21)22-16/h4-5,9,12-13,15-18,20H,3,6-8,10-11H2,1-2H3/t12-,13+,15-,16-,17+,18+/m1/s1
InChIKey
BKZPCUPKVCPRQW-MHMDBQTNSA-N
Synonyms
Monacolin L; monacolin L lactone; (4R,6R)-6-{2-[(1S,2S,6R,8aR)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-4-hydroxyoxan-2-one; (4R,6R)-6-{2-[(1S,2S,6R,8aR)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl}-4-hydroxytetrahydro-2H-pyran-2-one; monakolin l; (4R,6R)-6-[2-[(1S,2S,6R,8aR)-2,6-dimethyl-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]ethyl]-4-hydroxyoxan-2-one; SCHEMBL10038917; CHEBI:50130; Q27104751
CAS 79394-47-1
PubChem CID 15294098
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Lactones
        • Subclass: Delta valerolactones
          • Direct Parent: Delta valerolactones

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: 304.4 ALogp: 3.6
HBD: 1 HBA: 3
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 46.5 Aromatic Rings: 3
Heavy Atoms: 22 QED Weighted: 0.789

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.726 MDCK Permeability: 0.00002390
Pgp-inhibitor: 0.994 Pgp-substrate: 0.411
Human Intestinal Absorption (HIA): 0.026 20% Bioavailability (F20%): 0.996
30% Bioavailability (F30%): 0.98

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.192 Plasma Protein Binding (PPB): 97.24%
Volume Distribution (VD): 1.059 Fu: 1.96%

ADMET: Metabolism

CYP1A2-inhibitor: 0.146 CYP1A2-substrate: 0.072
CYP2C19-inhibitor: 0.042 CYP2C19-substrate: 0.828
CYP2C9-inhibitor: 0.167 CYP2C9-substrate: 0.117
CYP2D6-inhibitor: 0.006 CYP2D6-substrate: 0.081
CYP3A4-inhibitor: 0.84 CYP3A4-substrate: 0.789

ADMET: Excretion

Clearance (CL): 12.292 Half-life (T1/2): 0.644

ADMET: Toxicity

hERG Blockers: 0.721 Human Hepatotoxicity (H-HT): 0.969
Drug-inuced Liver Injury (DILI): 0.113 AMES Toxicity: 0.332
Rat Oral Acute Toxicity: 0.044 Maximum Recommended Daily Dose: 0.995
Skin Sensitization: 0.977 Carcinogencity: 0.314
Eye Corrosion: 0.017 Eye Irritation: 0.498
Respiratory Toxicity: 0.952
*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
ENC001935 0.703 D06WTZ 0.578
ENC002580 0.578 D0H0ND 0.565
ENC000662 0.556 D02RQU 0.254
ENC006007 0.474 D04QNO 0.233
ENC006008 0.438 D0Y7IU 0.233
ENC004384 0.420 D08PIQ 0.227
ENC004385 0.420 D0CZ1Q 0.227
ENC002912 0.400 D0D2TN 0.227
ENC001414 0.333 D0F1EX 0.223
ENC003241 0.309 D0V9DZ 0.216
*Note: the compound similarity was calculated by RDKIT.