Natural Product: ENC002871

NPs Basic Information

Download MOL File
Name
Penexanthone B
Molecular Formula C19H20O8
IUPAC Name*
[(3R,4R,4aR)-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[C@@]2([C@@H]1OC(=O)C)COC(=O)C)O)O
InChI
InChI=1S/C19H20O8/c1-9-7-13(23)16-17(24)15-12(22)5-4-6-14(15)27-19(16,8-25-10(2)20)18(9)26-11(3)21/h4-6,9,18,22,24H,7-8H2,1-3H3/t9-,18-,19+/m1/s1
InChIKey
NHGCHJUCHVUXHO-VUXJGSIMSA-N
Synonyms
Penexanthone B; Rel-Penexanthone B; CHEMBL2036660; (3R)-1,8-Dihydroxy-3beta-methyl-4beta-acetoxy-4aalpha-(acetoxymethyl)-2,3,4,4a-tetrahydro-9H-xanthene-9-one
CAS NA
PubChem CID 57409768
ChEMBL ID CHEMBL2036660
*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: 376.4 ALogp: 1.5
HBD: 2 HBA: 8
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 119.0 Aromatic Rings: 3
Heavy Atoms: 27 QED Weighted: 0.773

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.088 MDCK Permeability: 0.00003610
Pgp-inhibitor: 0.033 Pgp-substrate: 0.006
Human Intestinal Absorption (HIA): 0.066 20% Bioavailability (F20%): 0.246
30% Bioavailability (F30%): 0.737

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.668 Plasma Protein Binding (PPB): 58.64%
Volume Distribution (VD): 0.588 Fu: 49.89%

ADMET: Metabolism

CYP1A2-inhibitor: 0.215 CYP1A2-substrate: 0.083
CYP2C19-inhibitor: 0.172 CYP2C19-substrate: 0.121
CYP2C9-inhibitor: 0.307 CYP2C9-substrate: 0.369
CYP2D6-inhibitor: 0.35 CYP2D6-substrate: 0.122
CYP3A4-inhibitor: 0.747 CYP3A4-substrate: 0.302

ADMET: Excretion

Clearance (CL): 2.913 Half-life (T1/2): 0.702

ADMET: Toxicity

hERG Blockers: 0.033 Human Hepatotoxicity (H-HT): 0.94
Drug-inuced Liver Injury (DILI): 0.933 AMES Toxicity: 0.077
Rat Oral Acute Toxicity: 0.694 Maximum Recommended Daily Dose: 0.034
Skin Sensitization: 0.102 Carcinogencity: 0.087
Eye Corrosion: 0.003 Eye Irritation: 0.045
Respiratory Toxicity: 0.225
*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
ENC005071 0.516 D08NQZ 0.287
ENC003646 0.478 D0S0LZ 0.287
ENC002870 0.476 D0T6WT 0.274
ENC001973 0.455 D0J2NK 0.272
ENC001969 0.450 D0N1FS 0.270
ENC002978 0.445 D0H1AR 0.266
ENC004047 0.443 D0OL7F 0.265
ENC002105 0.431 D05AFR 0.257
ENC001968 0.422 D01XWG 0.257
ENC001991 0.420 D04VEJ 0.253
*Note: the compound similarity was calculated by RDKIT.