Natural Product: ENC004314

NPs Basic Information

Download MOL File
Name
Aspergixanthone C
Molecular Formula C27H30O9
IUPAC Name*
[(1R,2S)-11-hydroxy-5-methyl-12-oxo-2-prop-1-en-2-yl-8-[(1R,2R)-1,2,3-trihydroxy-3-methylbutyl]-2,3-dihydro-1H-pyrano[3,2-a]xanthen-1-yl] acetate
SMILES
CC1=CC2=C(C3=C1OC[C@@H]([C@H]3OC(=O)C)C(=C)C)C(=O)C4=C(C=CC(=C4O2)[C@H]([C@H](C(C)(C)O)O)O)O
InChI
InChI=1S/C27H30O9/c1-11(2)15-10-34-23-12(3)9-17-19(20(23)25(15)35-13(4)28)22(31)18-16(29)8-7-14(24(18)36-17)21(30)26(32)27(5,6)33/h7-9,15,21,25-26,29-30,32-33H,1,10H2,2-6H3/t15-,21-,25-,26-/m1/s1
InChIKey
MSUKKAKNJDCWOC-RMMNZIBASA-N
Synonyms
Aspergixanthone C
CAS NA
PubChem CID 156581703
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzopyrans
        • Subclass: 1-benzopyrans
          • Direct Parent: 4-prenylated xanthones

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: 498.5 ALogp: 3.0
HBD: 4 HBA: 9
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 143.0 Aromatic Rings: 4
Heavy Atoms: 36 QED Weighted: 0.232

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.478 MDCK Permeability: 0.00000843
Pgp-inhibitor: 0.062 Pgp-substrate: 0.986
Human Intestinal Absorption (HIA): 0.344 20% Bioavailability (F20%): 0.005
30% Bioavailability (F30%): 0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.018 Plasma Protein Binding (PPB): 81.64%
Volume Distribution (VD): 1.283 Fu: 12.91%

ADMET: Metabolism

CYP1A2-inhibitor: 0.089 CYP1A2-substrate: 0.259
CYP2C19-inhibitor: 0.031 CYP2C19-substrate: 0.106
CYP2C9-inhibitor: 0.513 CYP2C9-substrate: 0.784
CYP2D6-inhibitor: 0.067 CYP2D6-substrate: 0.153
CYP3A4-inhibitor: 0.181 CYP3A4-substrate: 0.172

ADMET: Excretion

Clearance (CL): 1.397 Half-life (T1/2): 0.186

ADMET: Toxicity

hERG Blockers: 0.008 Human Hepatotoxicity (H-HT): 0.917
Drug-inuced Liver Injury (DILI): 0.959 AMES Toxicity: 0.701
Rat Oral Acute Toxicity: 0.671 Maximum Recommended Daily Dose: 0.77
Skin Sensitization: 0.151 Carcinogencity: 0.507
Eye Corrosion: 0.003 Eye Irritation: 0.029
Respiratory Toxicity: 0.03
*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
ENC004145 0.694 D0Q0PR 0.257
ENC002651 0.634 D0K8KX 0.248
ENC002697 0.609 D0O6KE 0.237
ENC002544 0.581 D0F7CS 0.236
ENC002623 0.579 D04AIT 0.232
ENC002341 0.561 D06GCK 0.231
ENC005491 0.515 D0FX2Q 0.231
ENC006093 0.483 D04UTT 0.225
ENC002916 0.483 D08LTU 0.220
ENC004537 0.466 D0J5TS 0.218
*Note: the compound similarity was calculated by RDKIT.