Natural Product: ENC003491

NPs Basic Information

Download MOL File
Name
Trichosetin
Molecular Formula C21H28NO4-
IUPAC Name*
(Z)-[(1S,2R,4aS,6R,8aR)-1,6-dimethyl-2-[(E)-prop-1-enyl]-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-[(5S)-5-(hydroxymethyl)-2,4-dioxopyrrolidin-3-ylidene]methanolate
SMILES
C/C=C/[C@@H]1C=C[C@@H]2C[C@@H](CC[C@H]2[C@]1(C)/C(=C/3\C(=O)[C@@H](NC3=O)CO)/[O-])C
InChI
InChI=1S/C21H29NO4/c1-4-5-14-8-7-13-10-12(2)6-9-15(13)21(14,3)19(25)17-18(24)16(11-23)22-20(17)26/h4-5,7-8,12-16,23,25H,6,9-11H2,1-3H3,(H,22,26)/p-1/b5-4+,19-17-/t12-,13-,14-,15-,16+,21-/m1/s1
InChIKey
TYCWBBBQIATAJE-GEZPOGBYSA-M
Synonyms
trichosetin; trichosetin(1-); CHEBI:142061
CAS NA
PubChem CID 134814698
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrrolidines
        • Subclass: Pyrrolidones
          • Direct Parent: Pyrrolidine-3-ones

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: 358.5 ALogp: 4.6
HBD: 2 HBA: 4
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 89.5 Aromatic Rings: 3
Heavy Atoms: 26 QED Weighted: 0.349

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.109 MDCK Permeability: 0.00000578
Pgp-inhibitor: 0 Pgp-substrate: 0.013
Human Intestinal Absorption (HIA): 0.013 20% Bioavailability (F20%): 0.109
30% Bioavailability (F30%): 0.007

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.117 Plasma Protein Binding (PPB): 100.30%
Volume Distribution (VD): 1.44 Fu: 3.17%

ADMET: Metabolism

CYP1A2-inhibitor: 0.699 CYP1A2-substrate: 0.652
CYP2C19-inhibitor: 0.277 CYP2C19-substrate: 0.195
CYP2C9-inhibitor: 0.796 CYP2C9-substrate: 0.904
CYP2D6-inhibitor: 0.868 CYP2D6-substrate: 0.214
CYP3A4-inhibitor: 0.817 CYP3A4-substrate: 0.239

ADMET: Excretion

Clearance (CL): 3.551 Half-life (T1/2): 0.825

ADMET: Toxicity

hERG Blockers: 0.013 Human Hepatotoxicity (H-HT): 0.141
Drug-inuced Liver Injury (DILI): 0.892 AMES Toxicity: 0.021
Rat Oral Acute Toxicity: 0.287 Maximum Recommended Daily Dose: 0.363
Skin Sensitization: 0.287 Carcinogencity: 0.023
Eye Corrosion: 0.003 Eye Irritation: 0.016
Respiratory Toxicity: 0.933
*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
ENC004028 0.636 D0I5DS 0.252
ENC003630 0.579 D08PIQ 0.241
ENC003021 0.490 D0CZ1Q 0.241
ENC002818 0.434 D04SFH 0.241
ENC005182 0.433 D06AEO 0.235
ENC005181 0.433 D0D2TN 0.231
ENC003132 0.400 D0C8HR 0.230
ENC003745 0.389 D0F1UL 0.227
ENC003689 0.358 D0IT2G 0.227
ENC002817 0.357 D0F1EX 0.227
*Note: the compound similarity was calculated by RDKIT.