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

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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

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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:

*Note: the compound similarity was calculated by RDKIT.