Chemical Formula: C16H32O3

Chemical Formula C16H32O3

Found 69 metabolite its formula value is C16H32O3

16-Hydroxyhexadecanoic acid

omega hydroxy hexadecanoate (n-C16:0)

C16H32O3 (272.2351322)


16-Hydroxyhexadecanoic acid, also known as 16-hydroxypalmitic acid, is a hydroxylated fatty acid where the terminal (omega) carbon has been hydroxylated. In animal tissues, a family of enzymes termed cytochromes P450s are involved in fatty acid oxidation, hydroxylating with high specificity at the energetically unfavourable terminal (omega) or omega-1 carbons. Hydroxy fatty acids primarily come from the consumption of plant products (vegetables or fruits) or cow’s milk. Omega hydroxy fatty acids are found in the structure of suberin, a lipid polyester present in plant cell walls, and of cutin, a lipid polyester which is a component of the plant cuticle. These apoplastic structures are important plant-environment interfaces that act as barriers limiting water and nutrient loss and protecting plants from radiation and pathogens. 16-Hydroxyhexadecanoic acid and 18-hydroxystearic acid are particularly abundant in cutin in the plant cuticle. 16-Hydroxyhexadecanoic acid has been proposed as a biomarker of beer consumption. 16-hydroxy-hexadecanoic acid, also known as 16-hydroxypalmitic acid or 16-oh 16:0, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, 16-hydroxy-hexadecanoic acid is considered to be a fatty acid lipid molecule. 16-hydroxy-hexadecanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 16-hydroxy-hexadecanoic acid can be synthesized from hexadecanoic acid. 16-hydroxy-hexadecanoic acid is also a parent compound for other transformation products, including but not limited to, (3R)-3,16-dihydroxypalmitic acid, oscr#28, and 16-hydroxyhexadecanoyl-CoA. 16-hydroxy-hexadecanoic acid can be found in a number of food items such as other cereal product, hyacinth bean, red rice, and elliotts blueberry, which makes 16-hydroxy-hexadecanoic acid a potential biomarker for the consumption of these food products.

   

8-Hydroxyhexadecanoic acid

8-hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


8-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

11-Hydroxyhexadecanoic acid

11-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


11-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

12-Hydroxyhexadecanoic acid

12-HYDROXYHEXADECANOIC ACID

C16H32O3 (272.2351322)


12-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

2-Hydroxyhexadecanoic acid

(2S)-2-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


2-Hydroxyhexadecanoic acid (CAS: 764-67-0), also known as 2-hydroxypalmitic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. The chain of 2-hydroxyhexadecanoic acid bears a hydroxyl group. 2-Hydroxyhexadecanoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-Hydroxyhexadecanoic acid occurs in wool fat, which is used as a chewing gum softener. 2-Hydroxypalmitic acid is an intermediate in phytosphingosine metabolism[1].

   

7-Hydroxyhexadecanoic acid

7-hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


7-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

10-Hydroxyhexadecanoic acid

10-hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


10-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

(R)-3-Hydroxy-hexadecanoic acid

3-Hydroxypalmitic acid, (+-)-isomer

C16H32O3 (272.2351322)


In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxy-hexadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-hexadecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC: 2.3.1.41) [HMDB] In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. (R)-3-Hydroxy-hexadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, (R)-3-Hydroxy-hexadecanoic acid is converted from 3-Oxo-tetradecanoic acid via fatty-acid Synthase and 3-oxoacyl- [acyl-carrier-protein] reductase. (EC: 2.3.1.85 and EC: 2.3.1.41).

   

3-Hydroxyhexadecanoic acid

(3RS)-3-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


3-Hydroxyhexadecanoic acid (CAS: 2398-34-7) is a long-chain hydroxy fatty acid that is the 3-hydroxy derivative of palmitic acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

5-Hydroxyhexadecanoic acid

5-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


5-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

9-Hydroxyhexadecanoic acid

9-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


9-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

13-Hydroxyhexadecanoic acid

13-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


13-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

6-Hydroxyhexadecanoic acid

6-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


6-Hydroxyhexadecanoic acid is a hydroxy fatty acid. In humans, fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation.

   

8S-Hydroxyhexadecanoic acid

8S-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


   

2-methoxypentadecanoic acid

2-methoxypentadecanoic acid

C16H32O3 (272.2351322)


   

16-hydroxypalmitic acid

16-hydroxy hexadecanoic acid

C16H32O3 (272.2351322)


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. 16-Hydroxy hexadecanoic acid is a hydroxylated fatty acid where the terminal (omega) carbon has been hydroxylated. In animal tissues, a family of enzymes termed cytochromes P450s are involved in fatty acid oxidation, hydroxylating with high specificity at the energetically unfavorable terminal (omega) or omega-1 carbons. Hydroxy fatty acids primarily come from consumption of plant products (vegetables or fruits) or from cows milk. Omega hydroxy fatty acids are found in the structure of suberin, a lipid polyester present in plant cell walls, and of cutin, a lipid polyester which is a component of the plant cuticle. These apoplastic structures are important plant-environment interfaces which act as barriers limiting water and nutrient loss and protecting plants from radiation and pathogens. [HMDB] Acquisition and generation of the data is financially supported in part by CREST/JST.

   

(11S)-Jalapinolic acid

(11S)-Jalapinolic acid

C16H32O3 (272.2351322)


   

14-hydroxypalmitic acid

14-hydroxypalmitic acid

C16H32O3 (272.2351322)


A hydroxy fatty acid that is palmitic (hexadecanoic) acid carrying a single hydroxy substituent at position 14.

   

2-HYDROXY-14-METHYLPENTADECANOIC ACID

2-HYDROXY-14-METHYLPENTADECANOIC ACID

C16H32O3 (272.2351322)


   
   

methyl 15-hydroxypentadecanoate

methyl 15-hydroxypentadecanoate

C16H32O3 (272.2351322)


   

15-hydroxy-hexadecanoic acid

15-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

3-hydroxyhexadecanoic acid

3-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

2-hydroxy Palmitic Acid

2-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


A 2-hydroxy fatty acid comprising a C16 straight chain carrying a hydroxy substituent at position 2. 2-Hydroxypalmitic acid is an intermediate in phytosphingosine metabolism[1].

   

4-hydroxy palmitic acid

4-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

Builic acid

Hexadecanoic acid, 11-hydroxy-, (S)-

C16H32O3 (272.2351322)


   

14-hydroxy palmitic acid

14-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

5R-hydroxy-hexadecanoic acid

Hexadecanoic acid, 5-hydroxy-, (R)-

C16H32O3 (272.2351322)


   

5S-hydroxy-hexadecanoic acid

Hexadecanoic acid, 5-hydroxy-, (S)-

C16H32O3 (272.2351322)


   

8S-hydroxy-hexadecanoic acid

Hexadecanoic acid, 8-hydroxy-, (S)-

C16H32O3 (272.2351322)


   

11S-hydroxy-hexadecanoic acid

11S-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

14S-hydroxy-hexadecanoic acid

Hexadecanoic acid, 14-hydroxy-, (S)-

C16H32O3 (272.2351322)


   

(+)-15S-hydroxy-hexadecanoic acid

Hexadecanoic acid, 15-hydroxy-, (S)-(+)-

C16H32O3 (272.2351322)


   

3S-hydroxypalmitic acid

(S)-beta-hydroxypalmitic acid

C16H32O3 (272.2351322)


   

3R-hydroxypalmitic acid

(R)-beta-hydroxypalmitic acid

C16H32O3 (272.2351322)


   

5-hydroxy-hexadecanoic acid

5-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

Jalapinolic acid

Hexadecanoic acid, 11-hydroxy-, (S)-

C16H32O3 (272.2351322)


A hydroxypalmitic acid that is palmitic acid substituted by hydroxy group at position 11 (the 11S stereoisomer).

   

7R-hydroxy-hexadecanoic acid

7R-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

9-methoxy-pentadecanoic acid

9-methoxy-pentadecanoic acid

C16H32O3 (272.2351322)


   

FA 16:0;O

Hexadecanoic acid, 15-hydroxy-, (S)-(+)-

C16H32O3 (272.2351322)


   

Kerrolic acid

4-hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

Juniperic acid

16-Hydroxy-hexadecanoic acid

C16H32O3 (272.2351322)


   

15-hydroxy Pentadecanoic Acid methyl ester

15-hydroxy Pentadecanoic Acid methyl ester

C16H32O3 (272.2351322)


   

t-Butyl peroxylaurate

t-Butyl peroxylaurate

C16H32O3 (272.2351322)


   

(R)-2-hydroxypalmitic acid

(R)-2-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


Occurs in wool fat, which is used as a chewing gum softener.

   

14-Hydroxyhexadecanoic acid

14-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


   

4-Hydroxyhexadecanoic acid

4-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


   

(3S)-3-Hydroxyhexadecanoic acid

(3S)-3-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


   

(2R,3S)-2-hexyl-3-hydroxydecanoic acid

(2R,3S)-2-hexyl-3-hydroxydecanoic acid

C16H32O3 (272.2351322)


   

(R)-15-hydroxyhexadecanoic acid

(R)-15-hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


   

(R)-2-Hydroxyhexadecanoic acid

(R)-2-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


The R-enantiomer of 2-hydroxypalmitic acid.

   

(R)-beta-hydroxypalmitic acid

(R)-beta-hydroxypalmitic acid

C16H32O3 (272.2351322)


   

(S)-2-Hydroxyhexadecanoic acid

(S)-2-Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


The S-enantiomer of 2-hydroxypalmitic acid.

   

(S)-beta-hydroxypalmitic acid

(S)-beta-hydroxypalmitic acid

C16H32O3 (272.2351322)


   

10-hydroxyhexadecanoic acid

10-hydroxyhexadecanoic acid

C16H32O3 (272.2351322)


   

12-HYDROXYHEXADECANOIC ACID

12-HYDROXYHEXADECANOIC ACID

C16H32O3 (272.2351322)


   

15-hydroxypalmitic acid

15-hydroxypalmitic acid

C16H32O3 (272.2351322)


A hydroxy fatty acid that is palmitic (hexadecanoic) acid carrying a single hydroxy substituent at position 15.

   

Hexadecanoic acid, 8-hydroxy-, (S)-

Hexadecanoic acid, 8-hydroxy-, (S)-

C16H32O3 (272.2351322)


   

Hexadecanoic acid, 5-hydroxy-, (R)-

Hexadecanoic acid, 5-hydroxy-, (R)-

C16H32O3 (272.2351322)


   

Hexadecanoic acid, 5-hydroxy-, (S)-

Hexadecanoic acid, 5-hydroxy-, (S)-

C16H32O3 (272.2351322)


   

Hexadecanoic acid, 14-hydroxy-, (S)-

Hexadecanoic acid, 14-hydroxy-, (S)-

C16H32O3 (272.2351322)


   

Hexadecanoic acid, 15-hydroxy-, (S)-(+)-

Hexadecanoic acid, 15-hydroxy-, (S)-(+)-

C16H32O3 (272.2351322)


   

hydroxypalmitic acid

hydroxypalmitic acid

C16H32O3 (272.2351322)


A hydroxy fatty acid that is palmitic (hexadecanoic) acid substituted with one hydroxy group.

   

(15R)-15-hydroxypalmitic acid

(15R)-15-hydroxypalmitic acid

C16H32O3 (272.2351322)


An (omega-1)-hydroxy fatty acid that is hexadecanoic acid in which the 15-pro-R hydrogen is replaced by a hydroxy group.

   

(R)-3-hydroxypalmitic acid

(R)-3-hydroxypalmitic acid

C16H32O3 (272.2351322)


   

10-hydroxypalmitic acid

10-hydroxypalmitic acid

C16H32O3 (272.2351322)


A hydroxypalmitic acid that is palmitic (hexadecanoic) acid carrying a single hydroxy substituent at position 10.

   

3-Hydroxypalmitic acid

3-Hydroxypalmitic acid

C16H32O3 (272.2351322)


A long-chain fatty acid that is the 3-hydroxy derivative of palmitic acid.

   

(S)-3-hydroxypalmitic acid

(S)-3-hydroxypalmitic acid

C16H32O3 (272.2351322)


   

Hydroxyhexadecanoic acid

Hydroxyhexadecanoic acid

C16H32O3 (272.2351322)