Natural Product: ENC002162

NPs Basic Information

Download MOL File
Name
Terretonin A
Molecular Formula C26H32O8
IUPAC Name*
methyl (2R,4aS,4bR,10aR,10bR,12aR)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-9,10,10b,11-tetrahydro-4aH-naphtho[1,2-h]isochromene-2-carboxylate
SMILES
C[C@]12CCC(=O)C(C1=C(C(=O)[C@@]3([C@@H]2CC(=C)[C@]4([C@H]3C(=O)O[C@@](C4=O)(C)C(=O)OC)C)C)O)(C)C
InChI
InChI=1S/C26H32O8/c1-12-11-13-23(4)10-9-14(27)22(2,3)16(23)15(28)18(29)25(13,6)17-19(30)34-26(7,21(32)33-8)20(31)24(12,17)5/h13,17,28H,1,9-11H2,2-8H3/t13-,17-,23-,24+,25-,26-/m1/s1
InChIKey
GTEJJXOFLPCZGJ-DOFPOEDPSA-N
Synonyms
Terretonin A; methyl (2R,4aS,4bR,10aR,10bR,12aR)-6-hydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-9,10,10b,11-tetrahydro-4aH-naphtho[1,2-h]isochromene-2-carboxylate; CHEMBL470042; BDBM50478873; 865092-86-0
CAS NA
PubChem CID 11547355
ChEMBL ID CHEMBL470042
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Steroids and steroid deri
        • Subclass: Steroid lactones
          • Direct Parent: Steroid 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: 472.5 ALogp: 2.2
HBD: 1 HBA: 8
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 124.0 Aromatic Rings: 4
Heavy Atoms: 34 QED Weighted: 0.347

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.265 MDCK Permeability: 0.00003370
Pgp-inhibitor: 0.986 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.033 20% Bioavailability (F20%): 0.752
30% Bioavailability (F30%): 0.878

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.384 Plasma Protein Binding (PPB): 67.31%
Volume Distribution (VD): 0.352 Fu: 34.98%

ADMET: Metabolism

CYP1A2-inhibitor: 0.004 CYP1A2-substrate: 0.955
CYP2C19-inhibitor: 0.108 CYP2C19-substrate: 0.878
CYP2C9-inhibitor: 0.082 CYP2C9-substrate: 0.055
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.088
CYP3A4-inhibitor: 0.834 CYP3A4-substrate: 0.804

ADMET: Excretion

Clearance (CL): 3.099 Half-life (T1/2): 0.642

ADMET: Toxicity

hERG Blockers: 0.001 Human Hepatotoxicity (H-HT): 0.114
Drug-inuced Liver Injury (DILI): 0.807 AMES Toxicity: 0.238
Rat Oral Acute Toxicity: 0.061 Maximum Recommended Daily Dose: 0.082
Skin Sensitization: 0.072 Carcinogencity: 0.035
Eye Corrosion: 0.005 Eye Irritation: 0.743
Respiratory Toxicity: 0.281
*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
ENC005250 0.776 D0H2MO 0.236
ENC003284 0.712 D0Q4SD 0.229
ENC002369 0.712 D0X4RS 0.219
ENC006004 0.558 D0EP0C 0.216
ENC003850 0.552 D0D2VS 0.211
ENC003376 0.392 D0Y2YP 0.211
ENC002033 0.385 D04GJN 0.209
ENC005629 0.341 D0IX6I 0.205
ENC005403 0.325 D06IIB 0.203
ENC005318 0.324 D0I2SD 0.200
*Note: the compound similarity was calculated by RDKIT.