Natural Product: ENC002775

NPs Basic Information

Download MOL File
Name
Chermesinone C
Molecular Formula C18H22O6
IUPAC Name*
(1S,6aR,9S,9aR,9bS)-1-hydroxy-3,6a-dimethyl-9-[(2S)-2-methylbutanoyl]-1,9,9a,9b-tetrahydrofuro[2,3-h]isochromene-6,8-dione
SMILES
CC[C@H](C)C(=O)[C@@H]1[C@H]2[C@@H]3[C@H](OC(=CC3=CC(=O)[C@@]2(OC1=O)C)C)O
InChI
InChI=1S/C18H22O6/c1-5-8(2)15(20)13-14-12-10(6-9(3)23-16(12)21)7-11(19)18(14,4)24-17(13)22/h6-8,12-14,16,21H,5H2,1-4H3/t8-,12+,13-,14+,16-,18-/m0/s1
InChIKey
POKFFFWIOJPOJZ-OADPAQMCSA-N
Synonyms
Chermesinone C; CHEMBL1801781; CHEBI:67398; DTXSID901101713; BDBM50347538; Q27135859; 1300040-80-5; 1H-Furo[2,3-h]-2-benzopyran-6,8(6aH,9H)-dione, 9a,9b-dihydro-1-hydroxy-3,6a-dimethyl-9-[(2S)-2-methyl-1-oxobutyl]-, (1S,6aR,9S,9aR,9bS)-; rel-(1S,6aR,9S,9aR,9bS)-1-hydroxy-3,6a-dimethyl-9-[(2S)-2-methylbutanoyl]-9a,9b-dihydro-1H-furo[2,3-h]isochromene-6,8(6aH,9H)-dione
CAS 1300040-80-5
PubChem CID 53355011
ChEMBL ID CHEMBL1801781
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic oxygen compounds
      • Class: Organooxygen compounds
        • Subclass: Carbonyl compounds
          • Direct Parent: Cyclohexenones

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: 334.4 ALogp: 1.5
HBD: 1 HBA: 6
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 89.9 Aromatic Rings: 3
Heavy Atoms: 24 QED Weighted: 0.628

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.798 MDCK Permeability: 0.00001480
Pgp-inhibitor: 0.923 Pgp-substrate: 0.074
Human Intestinal Absorption (HIA): 0.051 20% Bioavailability (F20%): 0.106
30% Bioavailability (F30%): 0.315

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.604 Plasma Protein Binding (PPB): 70.16%
Volume Distribution (VD): 1.466 Fu: 31.90%

ADMET: Metabolism

CYP1A2-inhibitor: 0.017 CYP1A2-substrate: 0.454
CYP2C19-inhibitor: 0.026 CYP2C19-substrate: 0.876
CYP2C9-inhibitor: 0.014 CYP2C9-substrate: 0.05
CYP2D6-inhibitor: 0.004 CYP2D6-substrate: 0.077
CYP3A4-inhibitor: 0.112 CYP3A4-substrate: 0.536

ADMET: Excretion

Clearance (CL): 8.757 Half-life (T1/2): 0.821

ADMET: Toxicity

hERG Blockers: 0.054 Human Hepatotoxicity (H-HT): 0.874
Drug-inuced Liver Injury (DILI): 0.893 AMES Toxicity: 0.069
Rat Oral Acute Toxicity: 0.596 Maximum Recommended Daily Dose: 0.766
Skin Sensitization: 0.58 Carcinogencity: 0.371
Eye Corrosion: 0.289 Eye Irritation: 0.034
Respiratory Toxicity: 0.809
*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
ENC002774 0.556 D06WTZ 0.263
ENC005364 0.370 D0K7LU 0.242
ENC002773 0.364 D09WYX 0.236
ENC004374 0.358 D0D2TN 0.223
ENC004373 0.341 D02JNM 0.217
ENC002613 0.327 D0I5DS 0.212
ENC005594 0.321 D0Y7IU 0.210
ENC002329 0.307 D04QNO 0.210
ENC002328 0.307 D02RQU 0.208
ENC005367 0.303 D0E9KA 0.207
*Note: the compound similarity was calculated by RDKIT.