Trihydroxy octadecenoic acid - Compound Card

Trihydroxy octadecenoic acid

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Trihydroxy octadecenoic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Lipid
    • Subclass: Fatty Acid
Canonical Smiles CCCCCCCCCCCCCCC/C(=C(/C(=O)OO)\O)/O
InChI InChI=1S/C18H34O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(19)17(20)18(21)23-22/h19-20,22H,2-15H2,1H3/b17-16+
InChIKey FIHNEHOSVMNFFR-WUKNDPDISA-N
Formula C18H34O5
HBA 5
HBD 3
MW 330.46
Rotatable Bonds 15
TPSA 86.99
LogP 5.81
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 330.24
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)
-5.29
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.75
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.2

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.44
Plasma Protein Binding
37.65
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
2.52
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
1.49
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.89
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
6.94
Rat (Acute)
0.79
Rat (Chronic Oral)
3.04
Fathead Minnow
4.04
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
374.6
Hydration Free Energy
-12.51
Log(D) at pH=7.4
3.57
Log(P)
6.32
Log S
-5.21
Log(Vapor Pressure)
-8.0
Melting Point
111.8
pKa Acid
5.7
pKa Basic
3.65
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9852
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.9852
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.9638
Mexicain P84346 MEX1_JACME Jacaratia mexicana 3 0.9638
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9437
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9437
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.9263
Ficolin-2 Q15485 FCN2_HUMAN Homo sapiens 3 0.9263
Aspartate carbamoyltransferase catalytic subunit P05654 PYRB_BACSU Bacillus subtilis 3 0.9070
Aspartate carbamoyltransferase catalytic subunit P05654 PYRB_BACSU Bacillus subtilis 3 0.9070
N-acyl homoserine lactonase AiiA P0CJ63 AHLLA_BACTK Bacillus thuringiensis subsp. kurstaki 3 0.9040
N-acyl homoserine lactonase AiiA P0CJ63 AHLLA_BACTK Bacillus thuringiensis subsp. kurstaki 3 0.9040
nebramycin 5' synthase Q70IY1 TOBZ_STRSD Streptoalloteichus tenebrarius 3 0.9004
nebramycin 5' synthase Q70IY1 TOBZ_STRSD Streptoalloteichus tenebrarius 3 0.9004
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8905
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8905
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8619
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.8619
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8617
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8617
Ornithine transcarbamylase, mitochondrial P00480 OTC_HUMAN Homo sapiens 3 0.7852
Ornithine transcarbamylase, mitochondrial P00480 OTC_HUMAN Homo sapiens 3 0.7852
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7703
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7703
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7326
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7326
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7290
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7290
Xylose isomerase P12070 XYLA_ARTS7 Arthrobacter sp 3 0.7189
Xylose isomerase P12070 XYLA_ARTS7 Arthrobacter sp 3 0.7189
Mevalonate kinase Q4Q6K7 Q4Q6K7_LEIMA Leishmania major 2 0.7187
Mevalonate kinase Q4Q6K7 Q4Q6K7_LEIMA Leishmania major 2 0.7187
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7175
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7175
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7034
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7034
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7011
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7011

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