Arachidic acid - Compound Card

Arachidic acid

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Arachidic acid

Structure
Zoomed Structure
  • Family: Plantae - Fagaceae
  • Kingdom: Plantae
  • Class: Lipid
    • Subclass: Fatty Acid
Canonical Smiles CCCCCCCCCCCCCCCCCCCC(=O)O
InChI InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)
InChIKey VKOBVWXKNCXXDE-UHFFFAOYSA-N
Formula C20H40O2
HBA 1
HBD 1
MW 312.54
Rotatable Bonds 18
TPSA 37.3
LogP 7.11
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.95
Exact Mass 312.3
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia helioscopia Euphorbiaceae Plantae 154990
2 Quercus suber Fagaceae Plantae 58331
3 Juniperus phoenicea Cupressaceae Plantae 61308
4 Vernonia galamensis Asteraceae Plantae 83960

Showing of synonyms

  • Simões R, Miranda I, et al. (2021). Chemical composition of leaf cutin in six Quercus suber provenances. Phytochemistry, 2021, 181, 112570. [View] [PubMed]
  • Nasri N, Tlili N, et al. (2011). Chemical compounds from Phoenician juniper berries (Juniperus phoenicea). Natural Product Research,2011,25(18),1733-1742. [View]
  • Mohamed AH, Hegazy MF, et al. (2012). Euphorbia helioscopia: Chemical constituents and biological activities. International Journal of Phytopharmacology,2012,3(1),78-90. [View]
  • Bedemo B, Fiseha A, et al. (2006). Phytochemical investigation on the seeds of Vernonia galamensis. M.Sc. Thesis-1, Addis Ababa University, Ethiopia,2006. [View] [PubMed]
Pubchem: 10467
Kegg Ligand: C06425
Chebi: 28822
Nmrshiftdb2: 10008805
Metabolights: MTBLC28822
Pdb Ligand: DCR
Bindingdb: 50463966
CPRiL: 18471

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.88
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.97
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.74
Plasma Protein Binding
44.5
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
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
0.28
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.97
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
2.24
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.1
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
7.18
Rat (Acute)
1.39
Rat (Chronic Oral)
2.54
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
381.34
Hydration Free Energy
-4.17
Log(D) at pH=7.4
4.59
Log(P)
9.18
Log S
-5.37
Log(Vapor Pressure)
-7.25
Melting Point
80.39
pKa Acid
5.14
pKa Basic
8.6
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9799
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.9799
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9780
thiamine diphosphokinase Q82ZE3 Q82ZE3_ENTFA Enterococcus faecalis 3 0.9780
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.8670
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase P9WNH5 HSAD_MYCTU Mycobacterium tuberculosis 3 0.8670
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.8264
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.8264
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7759
Sodium/potassium-transporting ATPase subunit alpha Q4H132 Q4H132_SQUAC Squalus acanthias 2 0.7759
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7692
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7692
12-oxophytodienoate reductase 1 Q9XG54 OPR1_SOLLC Solanum lycopersicum 2 0.7562
12-oxophytodienoate reductase 1 Q9XG54 OPR1_SOLLC Solanum lycopersicum 2 0.7562
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7398
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 2 0.7398
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7392
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7392
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 2 0.7382
Glutamate receptor ionotropic, kainate 1 P22756 GRIK1_RAT Rattus norvegicus 2 0.7382
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7319
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7319
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7314
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7314
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7301
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7301
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7111
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7111
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7084
Isopenicillin N synthase P05326 IPNS_EMENI Emericella nidulans 2 0.7084
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7080
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 2 0.7080

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