Natural Product: ENC003511

NPs Basic Information

Download MOL File
Name
4-Deoxybostrycin
Molecular Formula C16H16O7
IUPAC Name*
(2R,3S)-2,3,5,8-tetrahydroxy-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)O
InChI
InChI=1S/C16H16O7/c1-16(22)5-7-6(3-10(16)18)13(19)11-8(17)4-9(23-2)15(21)12(11)14(7)20/h4,10,17-18,21-22H,3,5H2,1-2H3/t10-,16+/m1/s1
InChIKey
IPVKWDJQQALEDL-HWPZZCPQSA-N
Synonyms
4-Deoxybostrycin; F09N14I154; CHEMBL2047316; UNII-F09N14I154; 9,10-ANTHRACENEDIONE, 1,2,3,4-TETRAHYDRO-2,3,5,8-TETRAHYDROXY-7-METHOXY-2-METHYL-, (2S,3R)-; 9,10-Anthracenedione, 1,2,3,4-tetrahydro-2,3,5,8-tetrahydroxy-7-methoxy-2-methyl-, (2S-cis)-
CAS 21879-83-4
PubChem CID 135565267
ChEMBL ID CHEMBL2047316
*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: 320.29 ALogp: 1.1
HBD: 4 HBA: 7
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 124.0 Aromatic Rings: 3
Heavy Atoms: 23 QED Weighted: 0.571

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.43 MDCK Permeability: 0.00000545
Pgp-inhibitor: 0.037 Pgp-substrate: 0.996
Human Intestinal Absorption (HIA): 0.077 20% Bioavailability (F20%): 0.475
30% Bioavailability (F30%): 0.072

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.011 Plasma Protein Binding (PPB): 94.03%
Volume Distribution (VD): 0.73 Fu: 12.02%

ADMET: Metabolism

CYP1A2-inhibitor: 0.312 CYP1A2-substrate: 0.923
CYP2C19-inhibitor: 0.016 CYP2C19-substrate: 0.071
CYP2C9-inhibitor: 0.12 CYP2C9-substrate: 0.551
CYP2D6-inhibitor: 0.025 CYP2D6-substrate: 0.182
CYP3A4-inhibitor: 0.101 CYP3A4-substrate: 0.194

ADMET: Excretion

Clearance (CL): 16.443 Half-life (T1/2): 0.911

ADMET: Toxicity

hERG Blockers: 0.018 Human Hepatotoxicity (H-HT): 0.231
Drug-inuced Liver Injury (DILI): 0.697 AMES Toxicity: 0.504
Rat Oral Acute Toxicity: 0.024 Maximum Recommended Daily Dose: 0.026
Skin Sensitization: 0.9 Carcinogencity: 0.03
Eye Corrosion: 0.004 Eye Irritation: 0.572
Respiratory Toxicity: 0.209
*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
ENC003536 0.694 D01XWG 0.323
ENC000941 0.667 D07VLY 0.315
ENC004459 0.640 D0C9XJ 0.315
ENC005550 0.605 D07MGA 0.312
ENC006066 0.513 D01XDL 0.293
ENC006089 0.506 D0T5XN 0.270
ENC006067 0.500 D0T8EH 0.265
ENC000958 0.488 D0C1SF 0.260
ENC005551 0.487 D0J4IX 0.255
ENC005208 0.481 D08LTU 0.254
*Note: the compound similarity was calculated by RDKIT.