Natural Product: ENC002273

NPs Basic Information

Download MOL File
Name
6,8-Di-O-methylaverufin
Molecular Formula C22H20O7
IUPAC Name*
3-hydroxy-7,9-dimethoxy-17-methyl-16,21-dioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6(11),7,9,13-hexaene-5,12-dione
SMILES
CC12CCCC(O1)C3=C(O2)C=C4C(=C3O)C(=O)C5=C(C4=O)C=C(C=C5OC)OC
InChI
InChI=1S/C22H20O7/c1-22-6-4-5-13(28-22)18-15(29-22)9-12-17(21(18)25)20(24)16-11(19(12)23)7-10(26-2)8-14(16)27-3/h7-9,13,25H,4-6H2,1-3H3
InChIKey
UOWSTUZKQCORDT-UHFFFAOYSA-N
Synonyms
6,8-Di-O-methylaverufin; 6,8-dimethyl-averufin; Antibiotic SIPI 8917-I; SIPI 8917-I; CHEBI:175162; BS-1291; 3,2-[Oxy(2-methyltetrahydro-2H-pyran-2,6-diyl)]-1-hydroxy-6,8-dimethoxy-9,10-anthraquinone; 3-hydroxy-7,9-dimethoxy-17-methyl-16,21-dioxapentacyclo[15.3.1.02,15.04,13.06,11]henicosa-2(15),3,6(11),7,9,13-hexaene-5,12-dione
CAS 61470-56-2
PubChem CID 14078639
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Anthracenes
        • Subclass: Anthraquinones
          • Direct Parent: Anthraquinones

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: 396.4 ALogp: 3.6
HBD: 1 HBA: 7
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 91.3 Aromatic Rings: 5
Heavy Atoms: 29 QED Weighted: 0.692

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.14 MDCK Permeability: 0.00002010
Pgp-inhibitor: 0.854 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.008 20% Bioavailability (F20%): 0.005
30% Bioavailability (F30%): 0.009

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.002 Plasma Protein Binding (PPB): 90.45%
Volume Distribution (VD): 0.517 Fu: 16.78%

ADMET: Metabolism

CYP1A2-inhibitor: 0.755 CYP1A2-substrate: 0.916
CYP2C19-inhibitor: 0.143 CYP2C19-substrate: 0.304
CYP2C9-inhibitor: 0.5 CYP2C9-substrate: 0.832
CYP2D6-inhibitor: 0.39 CYP2D6-substrate: 0.749
CYP3A4-inhibitor: 0.157 CYP3A4-substrate: 0.159

ADMET: Excretion

Clearance (CL): 7.721 Half-life (T1/2): 0.401

ADMET: Toxicity

hERG Blockers: 0.007 Human Hepatotoxicity (H-HT): 0.734
Drug-inuced Liver Injury (DILI): 0.956 AMES Toxicity: 0.596
Rat Oral Acute Toxicity: 0.137 Maximum Recommended Daily Dose: 0.55
Skin Sensitization: 0.701 Carcinogencity: 0.801
Eye Corrosion: 0.003 Eye Irritation: 0.077
Respiratory Toxicity: 0.672
*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
ENC004539 0.828 D01XWG 0.324
ENC002439 0.783 D07VLY 0.308
ENC001429 0.696 D0C9XJ 0.308
ENC005076 0.677 D0T8EH 0.296
ENC003182 0.529 D0C1SF 0.292
ENC002434 0.524 D0N1FS 0.283
ENC005543 0.495 D06GCK 0.282
ENC003228 0.495 D0L1JW 0.278
ENC001063 0.472 D04TDQ 0.277
ENC001504 0.469 D0T5XN 0.276
*Note: the compound similarity was calculated by RDKIT.