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Cis-palmitoleic acid
- Family: Plantae - Myrsinaceae
- Kingdom: Plantae
-
Class: Lipid
- Subclass: Fatty Acid
| Canonical Smiles | CCCCCC/C=C\CCCCCCCC(=O)O |
|---|---|
| InChI | InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h7-8H,2-6,9-15H2,1H3,(H,17,18)/b8-7- |
| InChIKey | SECPZKHBENQXJG-FPLPWBNLSA-N |
| Formula | C16H30O2 |
| HBA | 1 |
| HBD | 1 |
| MW | 254.41 |
| Rotatable Bonds | 13 |
| TPSA | 37.3 |
| LogP | 5.33 |
| Number Rings | 0 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.81 |
| Exact Mass | 254.22 |
| Number of Lipinski Rule Violations | 1 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Juniperus phoenicea | Cupressaceae | Plantae | 61308 |
| 2 | Embelia schimperi | Myrsinaceae | Plantae | 2595069 |
Showing of synonyms
Cis-palmitoleic acid
Palmitoleic acid
373-49-9
Cis-9-Hexadecenoic acid
9-cis-Hexadecenoic acid
Zoomaric acid
Zoomeric acid
Cis-9-palmitoleic acid
Oleopalmitic acid
(Z)-9-hexadecenoic acid
(9Z)-hexadec-9-enoic acid
(9Z)-Hexadecenoic acid
9Z-hexadecenoic acid
Cis-delta-9-Hexadecenoic acid
Cis-Delta(9)-hexadecenoic acid
16:1Delta9
UNII-209B6YPZ4I
9-Hexadecenoic acid, (Z)-
209B6YPZ4I
CHEBI:28716
9-Hexadecenoic acid, (9Z)-
EINECS 206-765-9
NSC 277452
AI3-36443
NSC-277452
16:1(N-7)
C16:1n7
Fatty Acid 16:1 n-7
PALMITOLEIC ACID (CONSTITUENT OF SPIRULINA)
PALMITOLEIC ACID (CONSTITUENT OF SAW PALMETTO)
PALMITOLEIC ACID (C16:1) (CONSTITUENT OF KRILL OIL)
(Z)-Hexadec-9-enoic acid
Palmitolinoleic acid
9Z-palmitoleic acid
Hexadecenoate
Oleopalmitate
Zoomerate
Cis-Palmitoleate
9-Hexadecenoate
(Z)-Palmitoleic acid
Cis-delta-9-Hexadecenoate
(Z)-Hexadec-9-enoicacid
CHEMBL453509
DTXSID0041197
9-HEXADECENOIC ACID
MFCD00004437
FA 16:1
Palmetoleic acid
Palmetoleic acid (C16:1 cis)
Cis-.delta.9-Hexadecenoic acid
Palmitoleicacid
Palmitoleic-acid
Physetoleic acid
NSC277452
Cis-Palmitoleicacid
Z)-9-Hexadecen-1-ol
9-cis-Hexadecenol
Cis-9-Hexadecen-1-ol
Cis-9-Hexadecenol
Cis-?9-Hexadecenol
Palmitoleic acid, 70%
(Z)-9-hexadecenic acid
Palmitoleic acid - 98%
Bmse000926
Hexadecenoate (n-C16:1)
SCHEMBL33310
GTPL5547
DTXCID8021197
PALMITOLEIC ACID [WHO-DD]
Tox21_300950
BDBM50269531
LMFA01030056
Palmitoleic acid, analytical standard
AKOS015843187
CS-W012589
DB04257
FP63500
FS-6301
HY-W011873
NCGC00248225-01
NCGC00248225-03
NCGC00254852-01
AC-33786
BP-29012
CAS-373-49-9
FA(16:1(9Z))
FP161329
DB-371670
H0072
NS00015112
Palmitoleic acid, >=98.5% (GC), liquid
C08362
D82037
Q412366
BRD-K91356052-001-04-0
ED9A824A-5CB7-476E-884E-4216DD38386E
PALMITOLEIC ACID (CONSTITUENT OF SPIRULINA) [DSC]
PALMITOLEIC ACID (CONSTITUENT OF SAW PALMETTO) [DSC]
- Tessema EN, Neubert R, et al. (2018). Anthelmintic activity-guided fractionation and GC-MS analysis of extracts from Embelia schimperi fruits. International Journal of Applied Research in Natural Products,2018,11(1),11-16.. [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]
Pubchem:
445638
Cas:
373-49-9
Gnps:
CCMSLIB00005771049
Zinc:
ZINC000008221009
Kegg Ligand:
C08362
Chebi:
28716
Nmrshiftdb2:
60018902
Metabolights:
MTBLC28716
Chembl:
CHEMBL453509
Comptox:
DTXSID0041197
Drugbank:
DB04257
Pdb Ligand:
PAM
Bindingdb:
50269531
CPRiL:
13552
No scaffolds available.
Anthelmintic
Absorption
- Caco-2 (logPapp)
- -4.77
- Human Oral Bioavailability 20%
- Non-Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.11
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.74
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 1.17
- Plasma Protein Binding
- 45.69
- 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
- -0.74
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Safe
- Bioconcentration Factor
- 1.35
- 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
- 3.18
- 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
- 4.12
- Rat (Acute)
- 1.43
- Rat (Chronic Oral)
- 2.23
- 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
- 339.69
- Hydration Free Energy
- -5.02
- Log(D) at pH=7.4
- 2.95
- Log(P)
- 6.43
- Log S
- -4.22
- Log(Vapor Pressure)
- -5.61
- Melting Point
- 38.31
- pKa Acid
- 4.95
- pKa Basic
- 8.87
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| thiamine diphosphokinase | Q82ZE3 | Q82ZE3_ENTFA | Enterococcus faecalis | 3 | 0.9897 |
| thiamine diphosphokinase | Q82ZE3 | Q82ZE3_ENTFA | Enterococcus faecalis | 3 | 0.9897 |
| Phospholipase A2, major isoenzyme | P00592 | PA21B_PIG | Sus scrofa | 3 | 0.9817 |
| Phospholipase A2, major isoenzyme | P00592 | PA21B_PIG | Sus scrofa | 3 | 0.9817 |
| 4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase | P9WNH5 | HSAD_MYCTU | Mycobacterium tuberculosis | 3 | 0.9570 |
| 4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase | P9WNH5 | HSAD_MYCTU | Mycobacterium tuberculosis | 3 | 0.9570 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 3 | 0.9233 |
| Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 3 | 0.9233 |
| Deacetoxycephalosporin C synthase | P18548 | CEFE_STRCL | Streptomyces clavuligerus | 3 | 0.9118 |
| Deacetoxycephalosporin C synthase | P18548 | CEFE_STRCL | Streptomyces clavuligerus | 3 | 0.9118 |
| Phospholipase A2 | P00593 | PA21B_BOVIN | Bos taurus | 3 | 0.9104 |
| Phospholipase A2 | P00593 | PA21B_BOVIN | Bos taurus | 3 | 0.9104 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.8221 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.8221 |
| ADP-ribosylation factor 1 | P84077 | ARF1_HUMAN | Homo sapiens | 2 | 0.8011 |
| ADP-ribosylation factor 1 | P84077 | ARF1_HUMAN | Homo sapiens | 2 | 0.8011 |
| Sodium/potassium-transporting ATPase subunit alpha | Q4H132 | Q4H132_SQUAC | Squalus acanthias | 2 | 0.7765 |
| Sodium/potassium-transporting ATPase subunit alpha | Q4H132 | Q4H132_SQUAC | Squalus acanthias | 2 | 0.7765 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7686 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7686 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7599 |
| Methionine aminopeptidase 1 | P53582 | MAP11_HUMAN | Homo sapiens | 2 | 0.7599 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7531 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7531 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7512 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7512 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7508 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7508 |
| Genome polyprotein | O92972 | POLG_HCVJ4 | Hepatitis C virus genotype 1b | 2 | 0.7503 |
| Genome polyprotein | O92972 | POLG_HCVJ4 | Hepatitis C virus genotype 1b | 2 | 0.7503 |
| 12-oxophytodienoate reductase 1 | Q9XG54 | OPR1_SOLLC | Solanum lycopersicum | 2 | 0.7499 |
| 12-oxophytodienoate reductase 1 | Q9XG54 | OPR1_SOLLC | Solanum lycopersicum | 2 | 0.7499 |
| Geranylgeranyl pyrophosphate synthase BTS1 | Q12051 | GGPPS_YEAST | Saccharomyces cerevisiae | 2 | 0.7458 |
| Geranylgeranyl pyrophosphate synthase BTS1 | Q12051 | GGPPS_YEAST | Saccharomyces cerevisiae | 2 | 0.7458 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7450 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7450 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7434 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7434 |
| Quorum-sensing transcriptional activator | Q8XBD0 | Q8XBD0_ECO57 | Escherichia coli O157:H7 | 2 | 0.7421 |
| Quorum-sensing transcriptional activator | Q8XBD0 | Q8XBD0_ECO57 | Escherichia coli O157:H7 | 2 | 0.7421 |
| Transcriptional activator, LuxR/UhpA family of regulators | Q7NQP7 | Q7NQP7_CHRVO | Chromobacterium violaceum | 2 | 0.7370 |
| Transcriptional activator, LuxR/UhpA family of regulators | Q7NQP7 | Q7NQP7_CHRVO | Chromobacterium violaceum | 2 | 0.7370 |
| Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial | Q5HZ00 | SPS3_ARATH | Arabidopsis thaliana | 2 | 0.7362 |
| Solanesyl diphosphate synthase 3, chloroplastic/mitochondrial | Q5HZ00 | SPS3_ARATH | Arabidopsis thaliana | 2 | 0.7362 |
| Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial | Q0QF01 | SDHA_PIG | Sus scrofa | 2 | 0.7350 |
| Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial | Q0QF01 | SDHA_PIG | Sus scrofa | 2 | 0.7350 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7337 |
| Type IV / VI secretion system DotU domain-containing protein | Q9KN50 | Q9KN50_VIBCH | Vibrio cholerae serotype O1 | 2 | 0.7337 |
| ADP-ribosylation factor 1 | P84080 | ARF1_BOVIN | Bos taurus | 2 | 0.7326 |
| ADP-ribosylation factor 1 | P84080 | ARF1_BOVIN | Bos taurus | 2 | 0.7326 |
| 3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase | P19992 | HSD_STREX | Streptomyces exfoliatus | 2 | 0.7321 |
| 3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase | P19992 | HSD_STREX | Streptomyces exfoliatus | 2 | 0.7321 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7309 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7309 |
| Pyrrolysine--tRNA ligase | Q8PWY1 | PYLS_METMA | Methanosarcina mazei | 2 | 0.7257 |
| Pyrrolysine--tRNA ligase | Q8PWY1 | PYLS_METMA | Methanosarcina mazei | 2 | 0.7257 |
| Glutamate receptor ionotropic, kainate 1 | P22756 | GRIK1_RAT | Rattus norvegicus | 2 | 0.7256 |
| Glutamate receptor ionotropic, kainate 1 | P22756 | GRIK1_RAT | Rattus norvegicus | 2 | 0.7256 |
| Avidin | P02701 | AVID_CHICK | Gallus gallus | 2 | 0.7240 |
| Avidin | P02701 | AVID_CHICK | Gallus gallus | 2 | 0.7240 |
| Alanine aminotransferase | Q9P9M8 | Q9P9M8_9EURY | Pyrococcus furiosus | 2 | 0.7185 |
| Alanine aminotransferase | Q9P9M8 | Q9P9M8_9EURY | Pyrococcus furiosus | 2 | 0.7185 |
| Glutamate receptor 4 | P19493 | GRIA4_RAT | Rattus norvegicus | 2 | 0.7171 |
| Glutamate receptor 4 | P19493 | GRIA4_RAT | Rattus norvegicus | 2 | 0.7171 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7169 |
| Streptavidin | P22629 | SAV_STRAV | Streptomyces avidinii | 2 | 0.7169 |
| Isopenicillin N synthase | P05326 | IPNS_EMENI | Emericella nidulans | 2 | 0.7138 |
| Isopenicillin N synthase | P05326 | IPNS_EMENI | Emericella nidulans | 2 | 0.7138 |
| Isopenicillin N synthase | P05326 | IPNS_EMENI | Emericella nidulans | 2 | 0.7132 |
| Isopenicillin N synthase | P05326 | IPNS_EMENI | Emericella nidulans | 2 | 0.7132 |
| Phosphotriesterase | Q5KZU5 | Q5KZU5_GEOKA | Geobacillus kaustophilus | 2 | 0.7115 |
| Phosphotriesterase | Q5KZU5 | Q5KZU5_GEOKA | Geobacillus kaustophilus | 2 | 0.7115 |
| Isopenicillin N synthase | P05326 | IPNS_EMENI | Emericella nidulans | 2 | 0.7017 |
| Isopenicillin N synthase | P05326 | IPNS_EMENI | Emericella nidulans | 2 | 0.7017 |