Natural Product: ENC002870

NPs Basic Information

Download MOL File
Name
Penexanthone A
Molecular Formula C36H36O15
IUPAC Name*
[(3R,4R,4aR)-5-[(5R,6R,10aR)-5-acetyloxy-1,9-dihydroxy-10a-(hydroxymethyl)-6-methyl-8-oxo-6,7-dihydro-5H-xanthen-2-yl]-4-acetyloxy-8,9-dihydroxy-3-methyl-1-oxo-3,4-dihydro-2H-xanthen-4a-yl]methyl acetate
SMILES
C[C@@H]1CC(=O)C2=C(C3=C(C=CC(=C3O)C4=C5C(=C(C=C4)O)C(=C6C(=O)C[C@H]([C@H]([C@]6(O5)COC(=O)C)OC(=O)C)C)O)O[C@@]2([C@@H]1OC(=O)C)CO)O
InChI
InChI=1S/C36H36O15/c1-14-10-22(42)27-31(46)26-24(50-35(27,12-37)33(14)48-17(4)39)9-7-19(29(26)44)20-6-8-21(41)25-30(45)28-23(43)11-15(2)34(49-18(5)40)36(28,51-32(20)25)13-47-16(3)38/h6-9,14-15,33-34,37,41,44-46H,10-13H2,1-5H3/t14-,15-,33-,34-,35+,36+/m1/s1
InChIKey
USOJRHBNMMQMLV-NKSNWBLISA-N
Synonyms
Penexanthone A; Rel-Penexanthone A; CHEMBL2036659
CAS NA
PubChem CID 57409767
ChEMBL ID CHEMBL2036659
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzopyrans
        • Subclass: 1-benzopyrans
          • Direct Parent: Xanthenes

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: 708.7 ALogp: 2.2
HBD: 5 HBA: 15
Rotatable Bonds: 9 Lipinski's rule of five: Rejected
Polar Surface Area: 233.0 Aromatic Rings: 6
Heavy Atoms: 51 QED Weighted: 0.211

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.546 MDCK Permeability: 0.00001760
Pgp-inhibitor: 0.769 Pgp-substrate: 0.725
Human Intestinal Absorption (HIA): 0.692 20% Bioavailability (F20%): 0.519
30% Bioavailability (F30%): 0.845

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.002 Plasma Protein Binding (PPB): 82.35%
Volume Distribution (VD): 0.497 Fu: 15.04%

ADMET: Metabolism

CYP1A2-inhibitor: 0.04 CYP1A2-substrate: 0.048
CYP2C19-inhibitor: 0.042 CYP2C19-substrate: 0.062
CYP2C9-inhibitor: 0.458 CYP2C9-substrate: 0.236
CYP2D6-inhibitor: 0.271 CYP2D6-substrate: 0.089
CYP3A4-inhibitor: 0.681 CYP3A4-substrate: 0.322

ADMET: Excretion

Clearance (CL): 1.823 Half-life (T1/2): 0.161

ADMET: Toxicity

hERG Blockers: 0.033 Human Hepatotoxicity (H-HT): 0.992
Drug-inuced Liver Injury (DILI): 0.977 AMES Toxicity: 0.025
Rat Oral Acute Toxicity: 0.977 Maximum Recommended Daily Dose: 0.269
Skin Sensitization: 0.029 Carcinogencity: 0.016
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.027
*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
ENC002978 0.890 D0Q0PR 0.272
ENC001973 0.890 D0T5XN 0.262
ENC001969 0.881 D0FX2Q 0.260
ENC002105 0.786 D07IPB 0.260
ENC001968 0.786 D0OL7F 0.253
ENC001991 0.775 D07VLY 0.251
ENC005074 0.736 D0C9XJ 0.251
ENC003646 0.713 D01XWG 0.249
ENC004764 0.651 D01XDL 0.249
ENC005075 0.651 D02GAC 0.243
*Note: the compound similarity was calculated by RDKIT.