9-oxo-10E,12Z-octadecadienoic acid - Compound Card

9-oxo-10E,12Z-octadecadienoic acid

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9-oxo-10E,12Z-octadecadienoic acid

Structure
Zoomed Structure
  • Family: Plantae - Arecaceae
  • Kingdom: Plantae
  • Class: Fatty Acid
Canonical Smiles CCCCC/C=C\C=C\C(=O)CCCCCCCC(=O)O
InChI InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+
InChIKey LUZSWWYKKLTDHU-ZJHFMPGASA-N
Formula C18H30O3
HBA 2
HBD 1
MW 294.43
Rotatable Bonds 14
TPSA 54.37
LogP 5.06
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 294.22
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Syagrus romanzoffiana Arecaceae Plantae 290277

Showing of synonyms

  • El-Hawary S.S, Fathy F.I, et al. (2021). Anticholinesterase activity and metabolite profiling of Syagrus romanzoffiana (Cham.) Glassman leaves and fruits via UPLC–QTOF–PDA–MS. Natural product research, 2021, 35(10), 1671-1675. [View] [PubMed]
Pubchem: 9839084
Kegg Ligand: C14766
Chebi: 72842
Nmrshiftdb2: 60072472
Metabolights: MTBLC72842
CPRiL: 423886

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.46
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.78

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.11
Plasma Protein Binding
54.07
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
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
-1.63
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.75
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.25
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.72
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
4.51
Rat (Acute)
1.73
Rat (Chronic Oral)
2.45
Fathead Minnow
3.95
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
380.87
Hydration Free Energy
-7.07
Log(D) at pH=7.4
2.03
Log(P)
5.31
Log S
-3.31
Log(Vapor Pressure)
-6.86
Melting Point
61.83
pKa Acid
7.37
pKa Basic
8.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9560
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 3 0.9429
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.9096
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8991
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8731
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.8280
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.8141
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7901
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7767
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7722
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7714
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7697
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 2 0.7681
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7648
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7604
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7593
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7581
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7573
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 2 0.7558
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7552
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 2 0.7549
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7546
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7493
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7484
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7479
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7421
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7407
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7406
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7382
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7381
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7374
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 2 0.7331
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7325
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7321
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 2 0.7314
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 2 0.7306
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7300
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7263
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7253
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 2 0.7249
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7222
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7211
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7143
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7137
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7104
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 2 0.7098
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 2 0.7084
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7065
Pyrrolysine--tRNA ligase Q8PWY1 PYLS_METMA Methanosarcina mazei 2 0.7050

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