Natural Product: ENC003301

NPs Basic Information

Download MOL File
Name
Peniciaculin A
Molecular Formula C29H36O5
IUPAC Name*
2-[(2S)-2-hydroxy-6-methylheptan-2-yl]-5-[[3-(3-hydroxy-5-methylphenoxy)-5-methylphenoxy]methyl]phenol
SMILES
CC1=CC(=CC(=C1)OC2=CC(=CC(=C2)OCC3=CC(=C(C=C3)[C@](C)(CCCC(C)C)O)O)C)O
InChI
InChI=1S/C29H36O5/c1-19(2)7-6-10-29(5,32)27-9-8-22(15-28(27)31)18-33-24-12-21(4)14-26(17-24)34-25-13-20(3)11-23(30)16-25/h8-9,11-17,19,30-32H,6-7,10,18H2,1-5H3/t29-/m0/s1
InChIKey
XSMRXZCLEOLMSC-LJAQVGFWSA-N
Synonyms
Peniciaculin A; CHEMBL3577360; J3.493.740K; 2-[(1S)-1-Hydroxy-1,5-dimethylhexyl]-5-[[3-(3-hydroxy-5-methylphenoxy)-5-methylphenoxy]methyl]phenol
CAS NA
PubChem CID 122177657
ChEMBL ID CHEMBL3577360
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Sesquiterpenoids
          • Direct Parent: Sesquiterpenoids

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: 464.6 ALogp: 7.4
HBD: 3 HBA: 5
Rotatable Bonds: 10 Lipinski's rule of five: Rejected
Polar Surface Area: 79.2 Aromatic Rings: 3
Heavy Atoms: 34 QED Weighted: 0.299

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.346 MDCK Permeability: 0.00001310
Pgp-inhibitor: 0.971 Pgp-substrate: 0.004
Human Intestinal Absorption (HIA): 0.007 20% Bioavailability (F20%): 0.932
30% Bioavailability (F30%): 0.972

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.038 Plasma Protein Binding (PPB): 100.35%
Volume Distribution (VD): 0.613 Fu: 0.63%

ADMET: Metabolism

CYP1A2-inhibitor: 0.491 CYP1A2-substrate: 0.49
CYP2C19-inhibitor: 0.931 CYP2C19-substrate: 0.256
CYP2C9-inhibitor: 0.541 CYP2C9-substrate: 0.972
CYP2D6-inhibitor: 0.959 CYP2D6-substrate: 0.867
CYP3A4-inhibitor: 0.72 CYP3A4-substrate: 0.514

ADMET: Excretion

Clearance (CL): 10.985 Half-life (T1/2): 0.275

ADMET: Toxicity

hERG Blockers: 0.512 Human Hepatotoxicity (H-HT): 0.132
Drug-inuced Liver Injury (DILI): 0.032 AMES Toxicity: 0.022
Rat Oral Acute Toxicity: 0.036 Maximum Recommended Daily Dose: 0.96
Skin Sensitization: 0.912 Carcinogencity: 0.136
Eye Corrosion: 0.003 Eye Irritation: 0.749
Respiratory Toxicity: 0.657
*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
ENC002474 0.449 D0J7RK 0.268
ENC002445 0.439 D0U3YB 0.262
ENC004996 0.406 D01SAT 0.260
ENC005185 0.400 D04XEG 0.250
ENC005290 0.393 D07TWN 0.250
ENC002963 0.388 D04UTT 0.246
ENC002962 0.386 D0BZ7W 0.240
ENC004164 0.386 D04AIT 0.236
ENC002944 0.385 D0I8CA 0.236
ENC002564 0.385 D0R0FE 0.233
*Note: the compound similarity was calculated by RDKIT.