Natural Product: ENC002121

NPs Basic Information

Download MOL File
Name
Macrosphelide C
Molecular Formula C16H22O7
IUPAC Name*
(4S,7E,10S,13E,15R,16S)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione
SMILES
C[C@H]1C/C=C/C(=O)O[C@H](CC(=O)O[C@H]([C@@H](/C=C/C(=O)O1)O)C)C
InChI
InChI=1S/C16H22O7/c1-10-5-4-6-14(18)22-11(2)9-16(20)23-12(3)13(17)7-8-15(19)21-10/h4,6-8,10-13,17H,5,9H2,1-3H3/b6-4+,8-7+/t10-,11-,12-,13+/m0/s1
InChIKey
LHDGUPDIEZSEGS-HRABQTKNSA-N
Synonyms
Macrosphelide C; (4S,7E,10S,13E,15R,16S)-15-hydroxy-4,10,16-trimethyl-1,5,11-trioxacyclohexadeca-7,13-diene-2,6,12-trione; 199731-56-1
CAS NA
PubChem CID 11198166
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolides and analogues
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolides 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: 326.34 ALogp: 1.4
HBD: 1 HBA: 7
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 99.1 Aromatic Rings: 1
Heavy Atoms: 23 QED Weighted: 0.532

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.486 MDCK Permeability: 0.00006340
Pgp-inhibitor: 0.713 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.004 20% Bioavailability (F20%): 0.035
30% Bioavailability (F30%): 0.999

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.977 Plasma Protein Binding (PPB): 58.95%
Volume Distribution (VD): 0.278 Fu: 32.99%

ADMET: Metabolism

CYP1A2-inhibitor: 0.017 CYP1A2-substrate: 0.037
CYP2C19-inhibitor: 0.019 CYP2C19-substrate: 0.058
CYP2C9-inhibitor: 0.015 CYP2C9-substrate: 0.137
CYP2D6-inhibitor: 0.015 CYP2D6-substrate: 0.132
CYP3A4-inhibitor: 0.212 CYP3A4-substrate: 0.24

ADMET: Excretion

Clearance (CL): 8.833 Half-life (T1/2): 0.94

ADMET: Toxicity

hERG Blockers: 0.003 Human Hepatotoxicity (H-HT): 0.164
Drug-inuced Liver Injury (DILI): 0.519 AMES Toxicity: 0.715
Rat Oral Acute Toxicity: 0.029 Maximum Recommended Daily Dose: 0.953
Skin Sensitization: 0.946 Carcinogencity: 0.848
Eye Corrosion: 0.997 Eye Irritation: 0.425
Respiratory Toxicity: 0.039
*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
ENC003788 0.726 D06WTZ 0.246
ENC005849 0.726 D0H0ND 0.241
ENC001946 0.718 D0K7LU 0.233
ENC005850 0.703 D02FEM 0.231
ENC003456 0.452 D03DIG 0.214
ENC001860 0.388 D0J7OG 0.213
ENC001867 0.353 D0X1WJ 0.211
ENC003403 0.353 D0L6QI 0.210
ENC002189 0.342 D0WE3O 0.208
ENC001414 0.333 D05AFC 0.206
*Note: the compound similarity was calculated by RDKIT.