Hydroxy-octadecatrienoic acid - Compound Card

Hydroxy-octadecatrienoic acid

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Hydroxy-octadecatrienoic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Lipid
    • Subclass: Fatty Acid
Canonical Smiles OCCCCCCCCCCC/C=C/C=C/C=C/C(=O)O
InChI InChI=1S/C18H30O3/c19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(20)21/h6,8,10,12,14,16,19H,1-5,7,9,11,13,15,17H2,(H,20,21)/b8-6+,12-10+,16-14+
InChIKey ZALZJWKAEHMXRH-VXAPDMKQSA-N
Formula C18H30O3
HBA 2
HBD 2
MW 294.44
Rotatable Bonds 14
TPSA 57.53
LogP 4.63
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 294.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cynara cardunculus Asteraceae Plantae 4265
2 Cynara scolymus Asteraceae Plantae 59895

Showing of synonyms

  • El Senousy AS, Farag MA, et al. (2014). Developmental changes in leaf phenolics composition from three artichoke cvs. (Cynara scolymus) as determined via UHPLC–MS and chemometrics. Phytochemistry,2014,108,67-76. [View] [PubMed]
  • Farag MA, El-Ahmady SH, et al. (2013). Metabolomics driven analysis of artichoke leaf and its commercial products via UHPLC–q-TOF-MS and chemometrics. Phytochemistry,2013,95,177-187. [View] [PubMed]

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.93
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.83
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.39
Plasma Protein Binding
39.2
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
0.08
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.56
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.83
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.96
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
6.57
Rat (Acute)
1.73
Rat (Chronic Oral)
2.56
Fathead Minnow
4.54
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
385.48
Hydration Free Energy
-4.32
Log(D) at pH=7.4
2.09
Log(P)
5.42
Log S
-4.03
Log(Vapor Pressure)
-7.22
Melting Point
114.21
pKa Acid
7.01
pKa Basic
4.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
N-acyl homoserine lactonase AiiA P0CJ63 AHLLA_BACTK Bacillus thuringiensis subsp. kurstaki 3 0.8546
N-acyl homoserine lactonase AiiA P0CJ63 AHLLA_BACTK Bacillus thuringiensis subsp. kurstaki 3 0.8546
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8306
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8306

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