Natural Product: ENC000941

NPs Basic Information

Download MOL File
Name
Dactylarin
Molecular Formula C16H16O6
IUPAC Name*
(2R,3S)-2,3,8-trihydroxy-6-methoxy-3-methyl-2,4-dihydro-1H-anthracene-9,10-dione
SMILES
C[C@@]1(CC2=C(C[C@H]1O)C(=O)C3=C(C2=O)C=C(C=C3O)OC)O
InChI
InChI=1S/C16H16O6/c1-16(21)6-10-8(5-12(16)18)15(20)13-9(14(10)19)3-7(22-2)4-11(13)17/h3-4,12,17-18,21H,5-6H2,1-2H3/t12-,16+/m1/s1
InChIKey
AAHQQIFXAQHGBD-WBMJQRKESA-N
Synonyms
Dactylarin; Altersolanol B; 22350-90-9; (2R,3S)-2,3,8-trihydroxy-6-methoxy-3-methyl-2,4-dihydro-1H-anthracene-9,10-dione; 3,7-dihydroxy-3',5-dimethoxy-5'-methylspiro[3H-1-benzofuran-2,4'-cyclohexa-2,5-diene]-1'-one; CHEMBL2011669; SCHEMBL23522406; DTXSID70176887; 9,10-Anthracenedione, 1,2,3,4-tetrahydro-2,3,5-trihydroxy-7-methoxy-2-methyl-, (2S-cis)-; 3,7-Dihydroxy-2',5-dimethoxy-6'-methylspiro(benzofuran-2(3H),1'-(2,5)cyclohexadien)-4'-one; 9,10-Anthracenedione, 1,2,3,4-tetrahydro-2,3,5-trihydroxy-7-methoxy-2-methyl-, (2S,3R)-
CAS 22350-90-9
PubChem CID 161389
ChEMBL ID CHEMBL2011669
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Benzenoids
      • Class: Anthracenes
        • Subclass: Anthraquinones
          • Direct Parent: Hydroxyanthraquinones

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: 304.29 ALogp: 0.9
HBD: 3 HBA: 6
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 104.0 Aromatic Rings: 3
Heavy Atoms: 22 QED Weighted: 0.725

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.215 MDCK Permeability: 0.00000851
Pgp-inhibitor: 0.021 Pgp-substrate: 0.995
Human Intestinal Absorption (HIA): 0.03 20% Bioavailability (F20%): 0.317
30% Bioavailability (F30%): 0.043

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.022 Plasma Protein Binding (PPB): 94.32%
Volume Distribution (VD): 0.75 Fu: 9.76%

ADMET: Metabolism

CYP1A2-inhibitor: 0.614 CYP1A2-substrate: 0.905
CYP2C19-inhibitor: 0.025 CYP2C19-substrate: 0.162
CYP2C9-inhibitor: 0.189 CYP2C9-substrate: 0.646
CYP2D6-inhibitor: 0.103 CYP2D6-substrate: 0.207
CYP3A4-inhibitor: 0.175 CYP3A4-substrate: 0.253

ADMET: Excretion

Clearance (CL): 16.107 Half-life (T1/2): 0.889

ADMET: Toxicity

hERG Blockers: 0.021 Human Hepatotoxicity (H-HT): 0.272
Drug-inuced Liver Injury (DILI): 0.48 AMES Toxicity: 0.557
Rat Oral Acute Toxicity: 0.077 Maximum Recommended Daily Dose: 0.292
Skin Sensitization: 0.9 Carcinogencity: 0.035
Eye Corrosion: 0.004 Eye Irritation: 0.529
Respiratory Toxicity: 0.442
*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
ENC000880 0.706 D07MGA 0.304
ENC003587 0.690 D01XWG 0.266
ENC000958 0.690 D07VLY 0.260
ENC003511 0.667 D0C9XJ 0.260
ENC004679 0.600 D01XDL 0.256
ENC001504 0.545 D0C1SF 0.253
ENC000783 0.544 D08LTU 0.237
ENC003228 0.535 D0N1FS 0.234
ENC005543 0.534 D0R9WP 0.233
ENC005208 0.532 D08NQZ 0.233
*Note: the compound similarity was calculated by RDKIT.