CAS 14721-66-5 Phytanic Acid (HCID 26840)

Overview

Phytanic acid is a branched-chain saturated fatty acid consisting of hexadecanoic acid carrying methyl substituents at positions 3, 7, 11 and 15. It is a long-chain fatty acid, a branched-chain saturated fatty acid and a methyl-branched fatty acid. It is functionally related to a hexadecanoic acid. It is a conjugate acid of a phytanate. It derives from a hydride of a phytane.

Names & identifiers

Preferred name: Phytanic Acid
IUPAC: 3,7,11,15-tetramethylhexadecanoic acid
English name: Phytanic acid
Molecular formula: C20H40O2
Molecular weight: 312.53

Names & synonyms

PHYTANIC ACID14721-66-53,7,11,15-Tetramethylhexadecanoic acidPhytanoic acidHexadecanoic acid, 3,7,11,15-tetramethyl-DTXSID808645268OYE5TF5VL3,7,11,15-Tetramethyl-hexadecansaeure3,7,11,15-tetramethyl-hexadecanoic acidCHEBI:16285NSC-108698Acid, Phytanic

Show more names

C01607PhytanateMETHYLATED PHYTANIC ACIDPhytanic acid (Standard)3,7,1,15-tetramethyldecahexalkaneacidPhytanic acid >=96%, mixture of isomers

RefChem:174094DTXCID00813031630-841-43,7R,11R,15-tetramethyl-hexadecanoic acidUNII-8OYE5TF5VLMFCD00133772NSC 108698SCHEMBL7888

Database identifiers

CAS: 14721-66-5
PubChem CID: 26840
DTXSID: DTXSID80864526
ChEMBL: CHEMBL1215869、CHEMBL4853893
ChEBI: CHEBI:16285
EC Number: 630-841-4
Nikkaji: J14.320K

Properties

Computed structural properties

XLogP: 8.3
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 14
Heavy atoms: 22
Formal charge: 0
Complexity: 273

Experimental & physicochemical properties

Physical DescriptionSolid

Collision Cross Section183.17 Å² [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

Physicochemical properties

Melting point: -65 °C · -65°C
Boiling point: 391.36 °C · 391.36°C (estimate)
Density: 0.8888 · 0.8888 (rough estimate)
refractive index: 1.4461 · 1.4461 (estimate)
storage temp.: 2 · 2-8°C
solubility: 0.15 M · 0.15 M Tris-HCl pH 8.5: >1 mg/ml (from Oleic Acid); DMF: >100 mg/ml (from Oleic Acid); DMSO: >100 mg/ml (from Oleic Acid); Ethanol: >100 mg/ml (from Oleic Acid); PBS pH 7.2: <100 μg/ml (from Oleic Acid)
pka: 4.79 · 4.79±0.10(Predicted)
form: Liquid
color: Colorless to light yellow
biological source: synthetic (organic)
InChI: 1S/C20H40O2/c1-16(2)9-6-10-17(3)11-7-12-18(4)13-8-14-19(5)15-20(21)22/h16-19H,6-15H2,1-5H3,(H,21,22)
InChIKey: RLCKHJSFHOZMDR-UHFFFAOYSA-N
SMILES: CC(C)CCCC(C)CCCC(C)CCCC(C)CC(O)=O
FDA UNII: 8 OYE5TF5VL · 8OYE5TF5VL
UNSPSC Code: 12352211 · 12352211
NACRES: 25 · NA.25
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.5% (1 of 40) of reports.

Warning

H315 (97.5%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (97.5%)

Toxicology

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 10 - Combustible liquids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

Tissue LocationsFibroblasts

Cellular LocationsCytoplasm

Metabolite PathwaysOxidation of Branched Chain Fatty Acids

Uses & manufacturing

UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.

Applications · 2 items

DescriptionPhytanic acid is a saturated 20-carbon branched-chain fatty acid which can only be derived from dietary sources. In cases of peroxisomal disorders, elevated levels of phytanic acid have been observed, and this is linked to diseases such as infantile phytanic acid storage disease and Refsum’s disease.

UsesPhytanoic Acid was useful for studying lipid metabolism in porcine oocytes.

Upstream & downstream products

Upstream raw materials

Suppliers48 total

艾吉析科技（上海）有限公司17717235263 · [email protected]

广州佳途科技股份有限公司81960175 18933936954 · [email protected]

上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

宜昌众意泰贸易有限公司0717-6449896 13886658719 · [email protected]

Syntechem Co.,Ltd[email protected]

Additional notes · 1 item

DefinitionChEBI: Phytanic acid is a branched-chain saturated fatty acid consisting of hexadecanoic acid carrying methyl substituents at positions 3, 7, 11 and 15. It is a branched-chain saturated fatty acid, a long-chain fatty acid and a methyl-branched fatty acid. It is functionally related to a hexadecanoic acid. It is a conjugate acid of a phytanate. It derives from a hydride of a phytane.

Related reactions

6 records

New reaction record

HRID 84058As productuspto-grants-2014_09

HRID 637277As productuspto-grants-1985_12

HRID 2206352As productuspto-grants-2016_06

HRID 2228415As productuspto-grants-2002_07

HRID 2260953As reactantuspto-grants-2010_12

HRID 2260956As reactantuspto-grants-2010_12

Compound notes

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Basic information