Natural Product: ENC001937

NPs Basic Information

Download MOL File
Name
Melleolide K
Molecular Formula C23H27ClO6
IUPAC Name*
[(2R,2aS,4aS,7aS,7bR)-3-formyl-2a-hydroxy-6,6,7b-trimethyl-1,2,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-yl] 3-chloro-4,6-dihydroxy-2-methylbenzoate
SMILES
CC1=C(C(=CC(=C1Cl)O)O)C(=O)O[C@@H]2C[C@]3([C@@]2(C(=C[C@H]4[C@@H]3CC(C4)(C)C)C=O)O)C
InChI
InChI=1S/C23H27ClO6/c1-11-18(15(26)6-16(27)19(11)24)20(28)30-17-9-22(4)14-8-21(2,3)7-12(14)5-13(10-25)23(17,22)29/h5-6,10,12,14,17,26-27,29H,7-9H2,1-4H3/t12-,14+,17-,22-,23+/m1/s1
InChIKey
UHFQTECWVLYLBG-PPUVGZBRSA-N
Synonyms
Melleolide K; [(2R,2As,4aS,7aS,7bR)-3-formyl-2a-hydroxy-6,6,7b-trimethyl-1,2,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-yl] 3-chloro-4,6-dihydroxy-2-methylbenzoate
CAS NA
PubChem CID 9910824
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: Melleolides and analogues

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: 434.9 ALogp: 5.2
HBD: 3 HBA: 6
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 104.0 Aromatic Rings: 4
Heavy Atoms: 30 QED Weighted: 0.475

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.762 MDCK Permeability: 0.00002270
Pgp-inhibitor: 0.004 Pgp-substrate: 0.01
Human Intestinal Absorption (HIA): 0.014 20% Bioavailability (F20%): 0.053
30% Bioavailability (F30%): 0.003

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.443 Plasma Protein Binding (PPB): 98.59%
Volume Distribution (VD): 1.118 Fu: 2.37%

ADMET: Metabolism

CYP1A2-inhibitor: 0.675 CYP1A2-substrate: 0.472
CYP2C19-inhibitor: 0.818 CYP2C19-substrate: 0.314
CYP2C9-inhibitor: 0.876 CYP2C9-substrate: 0.804
CYP2D6-inhibitor: 0.784 CYP2D6-substrate: 0.184
CYP3A4-inhibitor: 0.684 CYP3A4-substrate: 0.42

ADMET: Excretion

Clearance (CL): 5.808 Half-life (T1/2): 0.405

ADMET: Toxicity

hERG Blockers: 0.155 Human Hepatotoxicity (H-HT): 0.347
Drug-inuced Liver Injury (DILI): 0.182 AMES Toxicity: 0.203
Rat Oral Acute Toxicity: 0.068 Maximum Recommended Daily Dose: 0.959
Skin Sensitization: 0.77 Carcinogencity: 0.8
Eye Corrosion: 0.06 Eye Irritation: 0.776
Respiratory Toxicity: 0.911
*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
ENC002788 0.705 D04GJN 0.254
ENC005899 0.681 D0C8HR 0.252
ENC000887 0.515 D06AEO 0.248
ENC003224 0.505 D0E9KA 0.246
ENC002145 0.391 D0F1EX 0.240
ENC005503 0.345 D07DVK 0.240
ENC002726 0.322 D0R6RC 0.239
ENC003451 0.309 D0P0HT 0.236
ENC003450 0.309 D08PIQ 0.234
ENC003839 0.304 D03IKT 0.230
*Note: the compound similarity was calculated by RDKIT.