Natural Product: ENC003164

NPs Basic Information

Download MOL File
Name
(1S,5R,6R,14R,15S,17R,22S)-5,10,15-trihydroxy-6,14,18,18,22-pentamethyl-7,13-dioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-3(12),4(9),10,20-tetraene-8,19-dione
Molecular Formula C25H30O7
IUPAC Name*
(1S,5R,6R,14R,15S,17R,22S)-5,10,15-trihydroxy-6,14,18,18,22-pentamethyl-7,13-dioxapentacyclo[12.8.0.03,12.04,9.017,22]docosa-3(12),4(9),10,20-tetraene-8,19-dione
SMILES
C[C@@H]1[C@@H](C2=C(C(=CC3=C2C[C@H]4[C@]5(C=CC(=O)C([C@@H]5C[C@@H]([C@@]4(O3)C)O)(C)C)C)O)C(=O)O1)O
InChI
InChI=1S/C25H30O7/c1-11-21(29)19-12-8-16-24(4)7-6-17(27)23(2,3)15(24)10-18(28)25(16,5)32-14(12)9-13(26)20(19)22(30)31-11/h6-7,9,11,15-16,18,21,26,28-29H,8,10H2,1-5H3/t11-,15+,16+,18+,21+,24+,25-/m1/s1
InChIKey
KCLJXKIILUZVBN-WREWNJFMSA-N
Synonyms
CHEMBL3581315; CHEBI:156418; DTXSID401099581; BDBM50107845; 132196-53-3; 2H,4H-Benzo[a]pyrano[3,4-j]xanthene-4,11(7aH)-dione, 1,8,9,9a,10,13a,13b,14-octahydro-1,5,8-trihydroxy-2,7a,10,10,13a-pentamethyl-, (1R,2R,7aR,8S,9aR,13aS,13bS)-
CAS 132196-53-3
PubChem CID 101565497
ChEMBL ID CHEMBL3581315
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Terpene lactones
          • Direct Parent: Diterpene lactones

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: 442.5 ALogp: 3.2
HBD: 3 HBA: 7
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 113.0 Aromatic Rings: 5
Heavy Atoms: 32 QED Weighted: 0.526

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.2 MDCK Permeability: 0.00001390
Pgp-inhibitor: 0.268 Pgp-substrate: 0.709
Human Intestinal Absorption (HIA): 0.05 20% Bioavailability (F20%): 0.028
30% Bioavailability (F30%): 0.176

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.705 Plasma Protein Binding (PPB): 85.81%
Volume Distribution (VD): 0.891 Fu: 9.99%

ADMET: Metabolism

CYP1A2-inhibitor: 0.059 CYP1A2-substrate: 0.44
CYP2C19-inhibitor: 0.023 CYP2C19-substrate: 0.593
CYP2C9-inhibitor: 0.087 CYP2C9-substrate: 0.58
CYP2D6-inhibitor: 0.271 CYP2D6-substrate: 0.099
CYP3A4-inhibitor: 0.639 CYP3A4-substrate: 0.596

ADMET: Excretion

Clearance (CL): 9.499 Half-life (T1/2): 0.231

ADMET: Toxicity

hERG Blockers: 0.729 Human Hepatotoxicity (H-HT): 0.61
Drug-inuced Liver Injury (DILI): 0.184 AMES Toxicity: 0.048
Rat Oral Acute Toxicity: 0.879 Maximum Recommended Daily Dose: 0.962
Skin Sensitization: 0.167 Carcinogencity: 0.33
Eye Corrosion: 0.003 Eye Irritation: 0.009
Respiratory Toxicity: 0.959
*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
ENC003163 0.800 D02QJH 0.255
ENC002386 0.593 D02JNM 0.254
ENC002748 0.336 D0D2TN 0.252
ENC002749 0.336 D0W2EK 0.250
ENC003225 0.326 D0F1EX 0.248
ENC005567 0.326 D0P0HT 0.244
ENC005535 0.326 D01XWG 0.243
ENC005568 0.326 D01XDL 0.243
ENC004881 0.326 D08PIQ 0.242
ENC004880 0.326 D0CZ1Q 0.242
*Note: the compound similarity was calculated by RDKIT.