Natural Product (NP) Details

General Information of the NP (ID: NP9274)
Name
Palmitic acid
Synonyms
palmitic acid; Hexadecanoic acid; 57-10-3; Cetylic acid; palmitate; n-Hexadecanoic acid; Hexadecylic acid; Hydrofol; n-Hexadecoic acid; 1-Pentadecanecarboxylic acid; Palmitinic acid; Pentadecanecarboxylic acid; C16 fatty acid; hexaectylic acid; 1-Hexyldecanoic Acid; Industrene 4516; Emersol 140; Emersol 143; Hystrene 8016; Hystrene 9016; hexadecoic acid; Palmitic acid, pure; Palmitinsaeure; Palmitic acid 95%; Palmitic acid (natural); Fatty acids, C14-18; Prifac 2960; FEMA No. 2832; Pristerene 4934; Edenor C16; Kortacid 1698; Lunac P 95KC; C16:0; Loxiol EP 278; Lunac P 95; Lunac P 98; Hydrofol Acid 1690; HSDB 5001; AI3-01594; C16H32O2; NSC 5030; MFCD00002747; UNII-2V16EO95H1; Palmitic acid (NF); Glycon P-45; CHEBI:15756; NSC5030; Hexadecanoic acid (9CI); Palmitic acid (7CI,8CI); CHEMBL82293; 67701-02-4; CH3-[CH2]14-COOH; 2V16EO95H1; n-hexadecoate; LMFA01010001; PA 900; FA 1695; 1-hexyldecanoate; Palmitic acid, 98%; NCGC00164358-01; DSSTox_CID_1602; pentadecanecarboxylate; DSSTox_RID_76229; DSSTox_GSID_21602; Hexadecanoic-9,9-d2 acid; PLM; palmitic-acid; palmic acid; Hexadecanoate (n-C16:0); HEXADECANOIC-12-D1 ACID; Hexadecanoic-16,16,16-d3acid; HEXADECANOIC-3,3-D2 ACID; HEXADECANOIC-4,4-D2 ACID; CAS-57-10-3; HEXADECANOIC-13,13-D2 ACID; CCRIS 5443; SR-01000944716; Hexadecanoic-11,11,12,12-d4acid (9CI); EINECS 200-312-9; Palmitic acid [USAN:NF]; BRN 0607489; palmitoate; Hexadecoate; Palmitinate; palmitoic acid; Aethalic acid; Hexadecanoic acid Palmitic acid; (C14-C18)Alkylcarboxylic acid; 2hmb; 2hnx; (C14-C18) Alkylcarboxylic acid; Fatty acid pathway; palmitic acid group; Palmitic acid_jeyam; EINECS 266-926-4; Palmitic Acid, FCC; Kortacid 1695; Palmitic acid_RaGuSa; Univol U332; 272442-14-5; 285979-77-3; 30719-28-9; 358730-99-1; 62690-28-2; 75736-57-1; 81462-28-4; 83293-32-7; Prifrac 2960; Hexadecanoic acid anion; 3v2q; ACMC-1ASQF; SDA 17-005-00; Palmitic acid, >=99%; bmse000590; Epitope ID:141181; EC 200-312-9; SCHEMBL6177; 4-02-00-01157 (Beilstein Handbook Reference); FAT; WLN: QV15; P5585_SIGMA; Palmitic acid-[9,10-3H]; GTPL1055; QSPL 166; CCCCCCCCCCCCCCCC([O])=O; DTXSID2021602; 1b56; HMS3649N08; Palmitic acid, analytical standard; Palmitic acid, BioXtra, >=99%; Palmitic acid, Grade II, ~95%; HY-N0830; NSC-5030; Palmitic acid, natural, 98%, FG; ZINC6072466; Tox21_112105; Tox21_201671; Tox21_302966; ANW-13574; BBL011563; BDBM50152850; s3794; SBB017229; STL146733; Palmitic acid, >=95%, FCC, FG; AKOS005720983; Light end (C14-C18) saturated fatty acid fraction from tallow fatty acids; Tox21_112105_1; CCG-267027; CR-0047; DB03796; FA 16:0; MCULE-1361949901; Palmitic acid, for synthesis, 98.0%; NCGC00164358-02; NCGC00164358-03; NCGC00256424-01; NCGC00259220-01; AK-48351; I728; Palmitic acid, purum, >=98.0% (GC); ST023798; SY006518; CS-0009861; FT-0626965; FT-0772579; N2456; P0002; P1145; Palmitic acid, SAJ first grade, >=95.0%; Palmitic acid-15,15,16,16,16-[d5]; A14813; C00249; D05341; Hexadecanoic acid 10 microg/mL in Acetonitrile; Palmitic acid, Vetec(TM) reagent grade, 98%; Palmitic acid, >=98% palmitic acid basis (GC); HEXADECANOIC ACID-13C16 (ALGAL SOURCE) (; Q209727; SR-01000944716-1; SR-01000944716-2; BA71C79B-C9B1-451A-A5BE-B480B5CC7D0C; F0001-1488; Z955123552; Palmitic acid, certified reference material, TraceCERT(R); UNII-13FB83DEYU component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-44NH37HHP9 component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-5U9XZ261ER component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-7N137Q0QYJ component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-96GS7P39SN component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-B6G0Y5Z616 component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-D1CZ545P7Z component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-HBA528N3PW component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-J505W0PXX8 component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-MO7HV04S9Y component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-ODL221H4AM component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-Q8Y7S3B85M component IPCSVZSSVZVIGE-UHFFFAOYSA-N; UNII-V1PY73ZXPE component IPCSVZSSVZVIGE-UHFFFAOYSA-N; Palmitic acid, European Pharmacopoeia (EP) Reference Standard; UNII-79P21R4317 component IPCSVZSSVZVIGE-UHFFFAOYSA-N; Palmitic acid, United States Pharmacopeia (USP) Reference Standard; Palmitic acid, Pharmaceutical Secondary Standard; Certified Reference Material; HEXADECANOIC-9,9,10,10,11,11,12,12,13,13,14,14,15,15,16,16,16-D17 ACID; Sodium Palmitate, Palmitic acid sodium salt, Sodium hexadecanoate, Sodium pentadecanecarboxylate, HSDB 759
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Species Origin Myrmecophilus sp. palM ...     Click to Show/Hide
Myrmecophilus sp. palM
Kingdom: Metazoa
Phylum: Arthropoda
Class: Insecta
Order: Orthoptera
Family: Gryllidae
Genus: Myrmecophilus
Species: Myrmecophilus sp. palM
Disease Prostate cancer [ICD-11: 2C82] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C16H32O2
PubChem CID
985
Canonical SMILES
CCCCCCCCCCCCCCCC(=O)O
InChI
1S/C16H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3,(H,17,18)
InChIKey
IPCSVZSSVZVIGE-UHFFFAOYSA-N
CAS Number
CAS 57-10-3
ChEBI ID
CHEBI:15756
Herb ID
HBIN038680
SymMap ID
SMIT00010
TCMSP ID
MOL000069
TTD Drug ID
D02TVS
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Drug(s) Whose Efficacy can be Enhanced by This NP
          Methylseleninic acid      Breast cancer     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression DDIT3  Molecule Info 
Pathway MAP
Up-regulation Phosphorylation EIF2S1  Molecule Info 
Pathway MAP
Down-regulation Expression ERN1  Molecule Info 
Pathway MAP
                    In-vitro Model Hep-G2 CVCL_0027 Hepatocellular carcinoma Homo sapiens
L-02 CVCL_6926 Ovarian cancer Homo sapiens
                    In-vivo Model For a xenograft model, 2 * 106 HepG2 cells were mixed with 50% Matrigel and injected subcutaneously into the right flank of 6-8 week-old male BALB/c athymic nude mice.
                    Experimental
                    Result(s)		 PA may be a promising and excellent sensitizer for improving the anticancer effect of MSeA in hepatoma chemotherapy.
          Oxacillin + Sorbitan trioleate     Click to Show/Hide the Molecular Data of This Drug
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [3]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    In-vitro Model Staphylococcus aureus Microorganism model Staphylococcus aureus
                    Experimental
                    Result(s)		 Combinatorial therapy with a low concentration of oxacillin controlled different laboratory and highly diversified clinical MRSA strains.
Target and Pathway
Target(s) Fatty acid-binding protein 4 (FABP4)  Molecule Info  [4]
Fatty acid-binding protein 5 (FABP5)  Molecule Info  [4]
Rhodopsin (RHO)  Molecule Info  [5]
KEGG Pathway Phototransduction Click to Show/Hide
2 PPAR signaling pathway
NetPath Pathway TCR Signaling Pathway Click to Show/Hide
2 IL1 Signaling Pathway
Panther Pathway Heterotrimeric G-protein signaling pathway-rod outer segment phototransduction Click to Show/Hide
Pathway Interaction Database Visual signal transduction: Rods Click to Show/Hide
2 AP-1 transcription factor network
Reactome The canonical retinoid cycle in rods (twilight vision) Click to Show/Hide
2 Inactivation, recovery and regulation of the phototransduction cascade
3 G alpha (i) signalling events
4 Hormone-sensitive lipase (HSL)-mediated triacylglycerol hydrolysis
5 Transcriptional regulation of white adipocyte differentiation
WikiPathways GPCRs, Class A Rhodopsin-like Click to Show/Hide
2 Visual phototransduction
3 Regulation of Microtubule Cytoskeleton
4 Integrated Breast Cancer Pathway
5 Integrin-mediated Cell Adhesion
6 Lipid digestion, mobilization, and transport
7 Transcriptional Regulation of White Adipocyte Differentiation
References
Reference 1 Effect of Palmitic Acid on Exosome-Mediated Secretion and Invasive Motility in Prostate Cancer Cells. Molecules. 2020 Jun 12;25(12):2722.
Reference 2 Combination of Palmitic Acid and Methylseleninic Acid Induces Mitochondria-Dependent Apoptosis via Attenuation of the IRE1Alpha Arm and Enhancement of CHOP in Hepatoma. ACS Omega. 2021 Jun 8;6(24):15708-15715.
Reference 3 Combination Therapy Using Low-Concentration Oxacillin with Palmitic Acid and Span85 to Control Clinical Methicillin-Resistant Staphylococcus aureus. Antibiotics (Basel). 2020 Oct 8;9(10):682.
Reference 4 Discovery of inhibitors of human adipocyte fatty acid-binding protein, a potential type 2 diabetes target. Bioorg Med Chem Lett. 2004 Sep 6;14(17):4445-8.
Reference 5 How many drug targets are there Nat Rev Drug Discov. 2006 Dec;5(12):993-6.
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