Natural Product: ENC003384

NPs Basic Information

Download MOL File
Name
Preussilide A
Molecular Formula C25H34O4
IUPAC Name*
(2E,4E,6E)-7-[(1R,6R,8S,8aS)-2-[(2S)-2-hydroxypropyl]-3,6,8-trimethyl-7-oxo-5,6,8,8a-tetrahydro-1H-naphthalen-1-yl]-4,6-dimethylhepta-2,4,6-trienoic acid
SMILES
C[C@@H]1CC2=CC(=C([C@@H]([C@H]2[C@@H](C1=O)C)/C=C(\C)/C=C(\C)/C=C/C(=O)O)C[C@H](C)O)C
InChI
InChI=1S/C25H34O4/c1-14(7-8-23(27)28)9-15(2)10-22-21(13-18(5)26)16(3)11-20-12-17(4)25(29)19(6)24(20)22/h7-11,17-19,22,24,26H,12-13H2,1-6H3,(H,27,28)/b8-7+,14-9+,15-10+/t17-,18+,19+,22+,24+/m1/s1
InChIKey
LMSUWCOEKCRCEB-XYOUVAGFSA-N
Synonyms
Preussilide A; CHEMBL4127416; J3.662.980K
CAS NA
PubChem CID 132489952
ChEMBL ID CHEMBL4127416
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Monoterpenoids
          • Direct Parent: Bicyclic monoterpenoids

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: 398.5 ALogp: 4.2
HBD: 2 HBA: 4
Rotatable Bonds: 6 Lipinski's rule of five: Accepted
Polar Surface Area: 74.6 Aromatic Rings: 2
Heavy Atoms: 29 QED Weighted: 0.466

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.768 MDCK Permeability: 0.00000904
Pgp-inhibitor: 0.001 Pgp-substrate: 0.865
Human Intestinal Absorption (HIA): 0.008 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.144 Plasma Protein Binding (PPB): 96.42%
Volume Distribution (VD): 0.745 Fu: 2.97%

ADMET: Metabolism

CYP1A2-inhibitor: 0.136 CYP1A2-substrate: 0.107
CYP2C19-inhibitor: 0.074 CYP2C19-substrate: 0.357
CYP2C9-inhibitor: 0.257 CYP2C9-substrate: 0.967
CYP2D6-inhibitor: 0.062 CYP2D6-substrate: 0.208
CYP3A4-inhibitor: 0.033 CYP3A4-substrate: 0.243

ADMET: Excretion

Clearance (CL): 7.105 Half-life (T1/2): 0.837

ADMET: Toxicity

hERG Blockers: 0.01 Human Hepatotoxicity (H-HT): 0.207
Drug-inuced Liver Injury (DILI): 0.95 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.919 Maximum Recommended Daily Dose: 0.889
Skin Sensitization: 0.915 Carcinogencity: 0.855
Eye Corrosion: 0.025 Eye Irritation: 0.04
Respiratory Toxicity: 0.98
*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
ENC003388 0.847 D05QDC 0.294
ENC003387 0.791 D02DGU 0.271
ENC003386 0.791 D0G3PI 0.271
ENC003389 0.670 D00DKK 0.271
ENC003385 0.621 D0B1IP 0.256
ENC003852 0.296 D0N3NO 0.218
ENC005575 0.270 D0O5FY 0.217
ENC003895 0.270 D0E9KA 0.214
ENC006058 0.268 D0S7WX 0.207
ENC006057 0.268 D0W2EK 0.204
*Note: the compound similarity was calculated by RDKIT.