Petroselenic acid - Compound Card

Petroselenic acid

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Petroselenic acid

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Lipid
    • Subclass: Fatty Acid
Canonical Smiles CCCCCCCCCCC/C=C\CCCCC(=O)O
InChI InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h12-13H,2-11,14-17H2,1H3,(H,19,20)/b13-12-
InChIKey CNVZJPUDSLNTQU-SEYXRHQNSA-N
Formula C18H34O2
HBA 1
HBD 1
MW 282.47
Rotatable Bonds 15
TPSA 37.3
LogP 6.11
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 20
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 282.26
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Apium graveolens Apiaceae Plantae 4045

Showing of synonyms

  • MacLeod AJ, MacLeod G, et al. (1988). Volatile aroma constituents of celery. Phytochemistry,1988,27(2),373-375. [View]
Pubchem: 5281125
Kegg Ligand: C08363
Chebi: 28194
Nmrshiftdb2: 60019886
Metabolights: MTBLC28194
Pdb Ligand: 4I1
CPRiL: 264253

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
-4.09
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.82

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.4
Plasma Protein Binding
47.02
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
-0.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.32
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.85
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.3
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
4.84
Rat (Acute)
1.38
Rat (Chronic Oral)
2.34
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
359.93
Hydration Free Energy
-4.61
Log(D) at pH=7.4
3.5
Log(P)
7.47
Log S
-4.52
Log(Vapor Pressure)
-6.13
Melting Point
47.45
pKa Acid
4.93
pKa Basic
8.58
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9852
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9852
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.9642
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.9642
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9300
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9300
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.8114
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.8114
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7775
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7775
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7774
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7774
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7503
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7503
12-oxophytodienoate reductase 1 Q9XG54 OPR1_SOLLC Solanum lycopersicum 2 0.7468
12-oxophytodienoate reductase 1 Q9XG54 OPR1_SOLLC Solanum lycopersicum 2 0.7468
Geranylgeranyl pyrophosphate synthase BTS1 Q12051 GGPPS_YEAST Saccharomyces cerevisiae 2 0.7449
Geranylgeranyl pyrophosphate synthase BTS1 Q12051 GGPPS_YEAST Saccharomyces cerevisiae 2 0.7449
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7434
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7434
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 2 0.7397
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 2 0.7397
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7391
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7391
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7384
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7384
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7373
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7373
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7324
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7324
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7321
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7321
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial Q5HZ00 SPS3_ARATH Arabidopsis thaliana 2 0.7315
Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial Q5HZ00 SPS3_ARATH Arabidopsis thaliana 2 0.7315
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7182
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7182
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7173
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7173
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7155
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 2 0.7155
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7140
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7140
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7104
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7104
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7081
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 2 0.7081
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7019
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7019

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