Trihydroxy octadecadienoic acid - Compound Card

Trihydroxy octadecadienoic acid

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Trihydroxy octadecadienoic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Lipid
    • Subclass: Fatty Acid
Canonical Smiles CCCCCCCCCCCCC/C=C/C(=C(/C(=O)OO)\O)/O
InChI InChI=1S/C18H32O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(19)17(20)18(21)23-22/h14-15,19-20,22H,2-13H2,1H3/b15-14+,17-16+
InChIKey MNKDEUFNXFPSTM-JLXBFWJWSA-N
Formula C18H32O5
HBA 5
HBD 3
MW 328.45
Rotatable Bonds 14
TPSA 86.99
LogP 5.59
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.72
Exact Mass 328.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 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]

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.19
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.79
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.38

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.36
Plasma Protein Binding
34.86
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
1.43
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.5
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.48
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.07
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
Safe
T. Pyriformis
6.76
Rat (Acute)
1.0
Rat (Chronic Oral)
3.06
Fathead Minnow
4.39
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
373.18
Hydration Free Energy
-12.58
Log(D) at pH=7.4
3.35
Log(P)
5.86
Log S
-4.73
Log(Vapor Pressure)
-7.79
Melting Point
103.65
pKa Acid
5.37
pKa Basic
3.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.9319
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.9319
Aspartate carbamoyltransferase catalytic subunit P05654 PYRB_BACSU Bacillus subtilis 3 0.8936
Aspartate carbamoyltransferase catalytic subunit P05654 PYRB_BACSU Bacillus subtilis 3 0.8936
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.8881
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.8881
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8792
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8792
nebramycin 5' synthase Q70IY1 TOBZ_STRSD Streptoalloteichus tenebrarius 3 0.8769
nebramycin 5' synthase Q70IY1 TOBZ_STRSD Streptoalloteichus tenebrarius 3 0.8769
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8491
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8491
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.8196
Beta-glucosidase A Q08638 BGLA_THEMA Thermotoga maritima 3 0.8196
Di-or tripeptide:H+ symporter Q5M4H8 Q5M4H8_STRT2 Streptococcus thermophilus 4 0.8074
Di-or tripeptide:H+ symporter Q5M4H8 Q5M4H8_STRT2 Streptococcus thermophilus 4 0.8074
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7760
Lysosomal acid glucosylceramidase P04062 GLCM_HUMAN Homo sapiens 3 0.7760
Ornithine transcarbamylase, mitochondrial P00480 OTC_HUMAN Homo sapiens 3 0.7721
Ornithine transcarbamylase, mitochondrial P00480 OTC_HUMAN Homo sapiens 3 0.7721
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.7661
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.7661
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7634
Actin, alpha skeletal muscle P68135 ACTS_RABIT Oryctolagus cuniculus 3 0.7634
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7489
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7489
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7467
Iota toxin component Ia Q46220 Q46220_CLOPF Clostridium perfringens 3 0.7467
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7025
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7025

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