Natural Product: ENC003376

NPs Basic Information

Download MOL File
Name
Preaustinoid A2
Molecular Formula C26H34O7
IUPAC Name*
methyl (1R,2S,5S,11S,12S,14R,16S)-16-hydroxy-2,6,6,11,14,16-hexamethyl-18-methylidene-8,15,17-trioxo-7-oxatetracyclo[12.3.1.02,12.05,11]octadec-9-ene-1-carboxylate
SMILES
C[C@]12CC[C@H]3[C@]([C@@H]1C[C@@]4(C(=C)[C@]2(C(=O)[C@@](C4=O)(C)O)C(=O)OC)C)(C=CC(=O)OC3(C)C)C
InChI
InChI=1S/C26H34O7/c1-14-23(5)13-16-22(4)11-10-17(27)33-21(2,3)15(22)9-12-24(16,6)26(14,20(30)32-8)19(29)25(7,31)18(23)28/h10-11,15-16,31H,1,9,12-13H2,2-8H3/t15-,16+,22-,23-,24+,25+,26+/m1/s1
InChIKey
SGTJQTPUMKGFFZ-RFMSQVAGSA-N
Synonyms
Preaustinoid A2; CHEMBL4519119; CHEBI:156343; 8T0
CAS NA
PubChem CID 132274399
ChEMBL ID CHEMBL4519119
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organic acids and derivat
      • Class: Carboxylic acids and deri
        • Subclass: Dicarboxylic acids and de
          • Direct Parent: Dicarboxylic acids and de

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: 458.5 ALogp: 3.4
HBD: 1 HBA: 7
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 107.0 Aromatic Rings: 4
Heavy Atoms: 33 QED Weighted: 0.362

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.363 MDCK Permeability: 0.00003330
Pgp-inhibitor: 0.875 Pgp-substrate: 0.129
Human Intestinal Absorption (HIA): 0.091 20% Bioavailability (F20%): 0.96
30% Bioavailability (F30%): 0.825

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.992 Plasma Protein Binding (PPB): 68.31%
Volume Distribution (VD): 0.504 Fu: 33.15%

ADMET: Metabolism

CYP1A2-inhibitor: 0.003 CYP1A2-substrate: 0.978
CYP2C19-inhibitor: 0.103 CYP2C19-substrate: 0.773
CYP2C9-inhibitor: 0.039 CYP2C9-substrate: 0.024
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.009
CYP3A4-inhibitor: 0.936 CYP3A4-substrate: 0.951

ADMET: Excretion

Clearance (CL): 2.627 Half-life (T1/2): 0.249

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.58
Drug-inuced Liver Injury (DILI): 0.763 AMES Toxicity: 0.115
Rat Oral Acute Toxicity: 0.077 Maximum Recommended Daily Dose: 0.636
Skin Sensitization: 0.187 Carcinogencity: 0.919
Eye Corrosion: 0.899 Eye Irritation: 0.342
Respiratory Toxicity: 0.982
*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
ENC005629 0.411 D0P0HT 0.254
ENC005963 0.406 D0Q4SD 0.250
ENC006004 0.403 D03ZZK 0.250
ENC005188 0.402 D0H2MO 0.248
ENC005318 0.402 D0IL7L 0.246
ENC005250 0.398 D02JNM 0.244
ENC002162 0.392 D0I5DS 0.242
ENC005964 0.389 D0D2TN 0.242
ENC005189 0.388 D04GJN 0.242
ENC005317 0.388 D02QJH 0.237
*Note: the compound similarity was calculated by RDKIT.