16-HYDROXYHEXADECANOIC ACID

ChemicalBook > CAS DataBase List > 16-HYDROXYHEXADECANOIC ACID

16-HYDROXYHEXADECANOIC ACID

Product Name: 16-HYDROXYHEXADECANOIC ACID
CAS No.: 506-13-8
Chemical Name: 16-HYDROXYHEXADECANOIC ACID
Synonyms: 16-HYDROXYPALMITIC ACID;JUNIPERIC ACID;16-hydroxy-hexadecanoicaci;junipericaci;16-HYDROXYHEXADECANOI;16-hydroxyhexadecanoate;16-HYDROXYHEXADECANOIC ACID;16-HydroxyhexadecanoicAcid>Hexadecanoic acid, 16-hydroxy-;16-Hydroxyhexadecanoicacid,98%
CBNumber: CB1488018
Molecular Formula: C16H32O3
Formula Weight: 272.42
MOL File: 506-13-8.mol

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16-HYDROXYHEXADECANOIC ACID Property

Melting point:: 94-98 °C(lit.)
Boiling point:: 414.4±18.0 °C(Predicted)
Density: 0.956±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS(pH 7.2) (1:2): 0.33 mg/ml; Ethanol: 2.5 mg/ml
form: Crystalline Powder
pka: 4.78±0.10(Predicted)
color: White
BRN: 1783998
InChI: InChI=1S/C16H32O3/c17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16(18)19/h17H,1-15H2,(H,18,19)
InChIKey: UGAGPNKCDRTDHP-UHFFFAOYSA-N
SMILES: C(O)(=O)CCCCCCCCCCCCCCCO
LogP: 4.904 (est)
CAS DataBase Reference: 506-13-8(CAS DataBase Reference)
EPA Substance Registry System: 16-Hydroxypalmitic acid (506-13-8)

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Safety

Risk Statements: 36/37/38
Safety Statements: 22-24/25
WGK Germany: 3
TSCA: Yes
HS Code: 29181998

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 177490
Product name: 16-Hydroxyhexadecanoic acid
Purity: 98%
Packaging: 1g
Price: $75.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: 177490
Product name: 16-Hydroxyhexadecanoic acid
Purity: 98%
Packaging: 5g
Price: $231
Updated: 2024/03/01

TCI Chemical

Product number: H0675
Product name: 16-Hydroxyhexadecanoic Acid
Purity: >98.0%(T)
Packaging: 1g
Price: $77
Updated: 2024/03/01

TCI Chemical

Product number: H0675
Product name: 16-Hydroxyhexadecanoic Acid
Purity: >98.0%(T)
Packaging: 5g
Price: $379
Updated: 2024/03/01

Alfa Aesar

Product number: A17845
Product name: 16-Hydroxyhexadecanoic acid, 98%
Packaging: 1g
Price: $47.65
Updated: 2024/03/01

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16-HYDROXYHEXADECANOIC ACID Chemical Properties,Usage,Production

Description

16-hydroxy Hexadecanoic acid is a metabolite of the saturated fatty acid palmitic acid (16:0) that has been hydroxylated on its terminal (ω) carbon. It is produced by ω-hydroxylation of palmitic acid by cytochrome P450 in both plants and animals. In plants, it is commonly a component of cutin.

Chemical Properties

white crystalline solid

Uses

16-Hydroxyhexadecanoic acid was used in the synthesis of dihydroxypalmitic acids. It was also used to induce the expression of two GRP genes of Arabidopsis thaliana, AtGRP5 and AtGRP23.

Application

16-Hydroxyhexadecanoic acid can be used to:
(1) Oxidative reactions: Cell lysates and intact cells of Escherichia coli JM101 recombinant, which synthesises the cyp102 gene for cytochrome P450BM-3 monooxygenase, biotransform 16-hydroxyhexa-decanoic acid into 1, 16-hexadecanedioic acid. a small amount of intermediate product accumulation accompanies the oxidation of 16-hydroxyhexadecanoic acid. hydroxyhexadecanoic acid oxidation is accompanied by the accumulation of a small amount of intermediate products. The by-products also include 13.16-dihydroxyhexadecanoic acid and 12,16-dihydroxyhexadecanoic acid^[1].
(2) 16-hydroxyhexadecanoic acid ethyl ester was synthesised from 16-hexadecanolactone by an intramolecular ester exchange reaction with PEG-lipase^[2].
(3) Lactonisation reaction: It has been demonstrated that Mucor javanicus L46 and Mucor miehei catalyse the lactonisation reaction of 15-hydroxypentadecanoic and 16- hydroxyhexadecanoic acids to appropriate macrocyclic mono- and oligolactones^[3].

Definition

ChEBI: 16-hydroxyhexadecanoic acid is an omega-hydroxy-long-chain fatty acid that is hexadecanoic acid (also known as palmitic acid) which is substituted at position 16 by a hydroxy group. It is a key monomer of cutin in the plant cuticle. It has a role as a plant metabolite. It is an omega-hydroxy-long-chain fatty acid and a hydroxypalmitic acid. It is a conjugate acid of a 16-hydroxyhexadecanoate.

References

[1] S. SCHNEIDER. Production Of Alkanedioic Acids By Cytochrome P450Bm-3 Monooxygenase: Oxidation Of 16-Hydroxyhexadecanoic Acid To Hexadecane-1, 16-Dioic Acid[J]. Biocatalysis and Biotransformation, 1999. DOI:10.3109/10242429909040113.
[2] YOH KODERA . Lactone synthesis from 16-hydroxyhexadecanoic acid ethyl ester in organic solvents catalyzed with polyethylene glycol-modified lipase[J]. Journal of biotechnology, 1993. DOI:10.1016/0168-1656(93)90162-G.
[3] U. ANTCZAK . Enzymatic lactonization of 15-hydroxypentadecanoic and 16-hydroxyhexadecanoic acids to macrocyclic lactones[J]. Enzyme and Microbial Technology, 1991. DOI:10.1016/0141-0229(91)90095-R.

16-HYDROXYHEXADECANOIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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16-HYDROXYHEXADECANOIC ACID Suppliers

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View Lastest Price from 16-HYDROXYHEXADECANOIC ACID manufacturers

Hebei Yanxi Chemical Co., Ltd.

Product: 16-Hydroxyhexadecanoic acid 506-13-8
Price: US $30.00-1.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 5 tons
Release date: 2023-10-19

Hebei Weibang Biotechnology Co., Ltd

Product: 16-Hydroxyhexadecanoic acid 506-13-8
Price: US $30.00-10.00/KG
Min. Order: 50KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2023-04-04

Career Henan Chemical Co

Product: 16-HYDROXYHEXADECANOIC ACID 506-13-8
Price: US $6.00/ASSAYS
Min. Order: 1ASSAYS
Purity: 95%
Supply Ability: 100KG
Release date: 2024-10-11

506-13-8, 16-HYDROXYHEXADECANOIC ACIDRelated Search:

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JUNIPERIC ACID

Hexadecanoic acid, 16-hydroxy-

16-HYDROXYHEXADECANOIC ACID

16-HYDROXYPALMITIC ACID

16-hydroxy-hexadecanoicaci

16-Hydroxyhexadecanoic acid, 97+%

16-Hydroxyhexadecanoicacid,98%

16-Hydroxypalmitic acid, Juniperic acid

16-hydroxyhexadecanoate

16-HydroxyhexadecanoicAcid&gt

junipericaci

16-HYDROXYHEXADECANOI

506-13-8

HOCH2CH214COOH

C16H32O3

HOCH215CO2H

蠅-Functional Alkanols, Carboxylic Acids, Amines & Halides

蠅-Hydroxycarboxylic Acids

Building Blocks

C13 to C42+

Carbonyl Compounds

Carboxylic Acids

Organic Building Blocks

omega-Functional Alkanols, Carboxylic Acids, Amines & Halides

omega-Hydroxycarboxylic Acids

Biochemicals and Reagents

Building Blocks

C13 to C42+

Carbonyl Compounds

Carboxylic Acids

Chemical Synthesis

Fatty Acids and conjugates

Fatty Acyls

Hydroxy Fatty Acids

Lipids

Organic Building Blocks