2-Hydroxyhexadecanoic acid

HCID 92836
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Basic information

CAS
2398-34-7
Standard SMILES
CCCCCCCCCCCCCCC(O)C(=O)O
InChIKey
JGHSBPIZNUXPLA-UHFFFAOYSA-N
Molecular formula
C16H32O3
Average molar mass
272.42 g/mol
Monoisotopic mass
272.23514488

Overview

2-hydroxyhexadecanoic acid is a 2-hydroxy fatty acid comprising a C16 straight chain carrying a hydroxy substituent at position 2. It has a role as a human metabolite. It is a 2-hydroxy fatty acid and a hydroxypalmitic acid. It is a conjugate acid of a 2-hydroxyhexadecanoate.

Names & identifiers

Preferred name
2-Hydroxyhexadecanoic acid
IUPAC
2-hydroxyhexadecanoic acid
English name
2-HYDROXYHEXADECANOIC ACID
Molecular formula
C16H32O3
Molecular weight
272.42

Names & synonyms

2-Hydroxyhexadecanoic acid2-Hydroxypalmitic acid764-67-0alpha-Hydroxypalmitic acidB5R9PI06KDNSC-2097CHEBI:65101RefChem:473478212-129-1MFCD00014343Hexadecanoic acid, 2-hydroxy-2-hydroxy-hexadecanoic acid
Show more names
Hydroxypalmiticacid2-HYDROXY C16:0 ACID2-hydroxypalmiticaciHYDROXYPALMITIC ACID, 2-2-HydroxypalmiticAcid>dl-A-hydroxypalmitic acid
C16H32O310067-06-8DL-alpha-Hydroxypalmitic acid2-hydroxy palmitic acid.alpha.-Hydroxypalmitic acid(+/-)-2-hydroxyhexadecanoic acidUNII-B5R9PI06KD2-HYDROXYHEXADECANOICACID

Database identifiers

CAS
2398-34-7、764-67-0
PubChem CID
92836
DTXSID
DTXSID601365160
ChEBI
CHEBI:65101
UNII
B5R9PI06KD
EC Number
212-129-1
Nikkaji
J193.129F

Properties

Computed structural properties

XLogP
6.4
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
14
Heavy atoms
19

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Hydroxy fatty acids [FA0105]

Physicochemical properties

Melting point
86 °C · 86 °C
Boiling point
405.5 · 405.5±18.0 °C(Predicted)
Density
0.955 · 0.955±0.06 g/cm3(Predicted)
storage temp.
2 · 2-8°C
solubility
very faint turbidity in Methanol
form
powder to crystal

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
2918.19.9000
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications · 1 item

Uses2-Hydroxyhexadecanoic Acid is used in the investigation of role of hypoxia in mechanism of action of elisidepsin which reduces drug efficiency by inhibiting hydroxylation and altering structure of lipid rafts in human SKBR-3, MCF-7, MDA-MB-453 cell lines. Also used in the studies on the antiviral activity of hydroxy fatty acids.

Upstream & downstream products

Suppliers75 total

上海康恩博医药科技有限公司17510465506 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]

Additional notes

DefinitionChEBI: A 2-hydroxy fatty acid comprising a C16 straight chain carrying a hydroxy substituent at position 2.

Related reactions

16 records
New reaction record

Compound notes

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