Natural Product: ENC002369

NPs Basic Information

Download MOL File
Name
Terretonin
Molecular Formula C26H32O9
IUPAC Name*
methyl (2R,4aR,4bS,10aS,10bS,12aR)-6,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-4a,9,10,11-tetrahydronaphtho[1,2-h]isochromene-2-carboxylate
SMILES
C[C@]12CCC(=O)C(C1=C(C(=O)[C@@]3([C@@]2(CC(=C)[C@]4([C@H]3C(=O)O[C@@](C4=O)(C)C(=O)OC)C)O)C)O)(C)C
InChI
InChI=1S/C26H32O9/c1-12-11-26(33)22(4)10-9-13(27)21(2,3)15(22)14(28)17(29)24(26,6)16-18(30)35-25(7,20(32)34-8)19(31)23(12,16)5/h16,28,33H,1,9-11H2,2-8H3/t16-,22+,23+,24-,25-,26+/m1/s1
InChIKey
CYHGEJACRPDZDP-IKNWHQMFSA-N
Synonyms
Terretonin; MLS000876995; methyl (2R,4aR,4bS,10aS,10bS,12aR)-6,10b-dihydroxy-2,4b,7,7,10a,12a-hexamethyl-12-methylidene-1,4,5,8-tetraoxo-4a,9,10,11-tetrahydronaphtho[1,2-h]isochromene-2-carboxylate; 71911-90-5; CHEMBL511953; MEGxm0_000071; ACon0_000840; ACon1_000512; HMS2270I22; BDBM50478874; NCGC00169009-01; NCGC00169009-02; SMR000440631
CAS NA
PubChem CID 16196970
ChEMBL ID CHEMBL511953
*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: 488.5 ALogp: 1.2
HBD: 2 HBA: 9
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 144.0 Aromatic Rings: 4
Heavy Atoms: 35 QED Weighted: 0.323

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.416 MDCK Permeability: 0.00005320
Pgp-inhibitor: 0.483 Pgp-substrate: 0.005
Human Intestinal Absorption (HIA): 0.117 20% Bioavailability (F20%): 0.956
30% Bioavailability (F30%): 0.861

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.96 Plasma Protein Binding (PPB): 63.70%
Volume Distribution (VD): 0.388 Fu: 40.51%

ADMET: Metabolism

CYP1A2-inhibitor: 0.002 CYP1A2-substrate: 0.987
CYP2C19-inhibitor: 0.032 CYP2C19-substrate: 0.824
CYP2C9-inhibitor: 0.042 CYP2C9-substrate: 0.025
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.042
CYP3A4-inhibitor: 0.746 CYP3A4-substrate: 0.918

ADMET: Excretion

Clearance (CL): 2.921 Half-life (T1/2): 0.139

ADMET: Toxicity

hERG Blockers: 0.001 Human Hepatotoxicity (H-HT): 0.126
Drug-inuced Liver Injury (DILI): 0.876 AMES Toxicity: 0.118
Rat Oral Acute Toxicity: 0.037 Maximum Recommended Daily Dose: 0.031
Skin Sensitization: 0.37 Carcinogencity: 0.301
Eye Corrosion: 0.144 Eye Irritation: 0.09
Respiratory Toxicity: 0.942
*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
ENC003284 1.000 D0H2MO 0.250
ENC002162 0.712 D0Q4SD 0.225
ENC006004 0.496 D06IIB 0.208
ENC003850 0.422 D0X4RS 0.207
ENC003376 0.386 D0KR9U 0.205
ENC005629 0.366 D0IL7L 0.201
ENC002033 0.357 D0IX6I 0.201
ENC005188 0.338 D0I5DS 0.199
ENC005317 0.323 D0WY9N 0.195
ENC005189 0.323 D0L2LS 0.192
*Note: the compound similarity was calculated by RDKIT.