ChemicalBook > CAS DataBase List > 12(S)-HPETE

12(S)-HPETE

Product Name
12(S)-HPETE
CAS No.
71774-10-2
Chemical Name
12(S)-HPETE
Synonyms
12(S)-HPETE;12(S)HpETE,12(S) HpETE;ZIOZYRSDNLNNNJ-LQWMCKPYSA-N;12(S)-HpETE(solution in ethanol);12(S)-HpETE Lipid Maps MS Standard;12(S)-Hydroperoxy-eicosatetraenoic acid;12(S)-hydroperoxy-5(Z),8(Z),10(E),14(Z)-ETA;(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid;12S-HYDROPEROXY-5Z,8Z,10E,14Z-EICOSATETRAENOIC ACID;12(S)-HYDROPEROXYEICOSA-5Z,8Z,10E,14Z-TETRAENOIC ACID
CBNumber
CB4154161
Molecular Formula
C20H32O4
Formula Weight
336.47
MOL File
71774-10-2.mol
More
Less

12(S)-HPETE Property

Boiling point:
518.0±50.0 °C(Predicted)
Density 
1.013±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS pH 7.2: 0.8 mg/ml
form 
Liquid.
pka
4.75±0.10(Predicted)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

More
Less

N-Bromosuccinimide Price

Cayman Chemical
Product number
44570
Product name
12(S)-HpETE
Purity
≥98%
Packaging
25μg
Price
$131
Updated
2024/03/01
Cayman Chemical
Product number
44570
Product name
12(S)-HpETE
Purity
≥98%
Packaging
50μg
Price
$246
Updated
2024/03/01
Cayman Chemical
Product number
44570
Product name
12(S)-HpETE
Purity
≥98%
Packaging
100μg
Price
$466
Updated
2024/03/01
Cayman Chemical
Product number
44570
Product name
12(S)-HpETE
Purity
≥98%
Packaging
250μg
Price
$1030
Updated
2024/03/01
TRC
Product number
H456410
Product name
12(S)-HPETE
Packaging
50μg
Price
$225
Updated
2021/12/16
More
Less

12(S)-HPETE Chemical Properties,Usage,Production

Description

12(S)-HpETE is a monohydroperoxy polyunsaturated fatty acid (PUFA) produced by the action of platelet or leukocyte 12-lipoxygenase (12-LO) on arachidonic acid. It activates human blood leukocyte 5-LO, resulting in the synthesis of 5(S)-HETE, leukotriene B4 (LTB4), and 5(S),12(S)-DiHETE. Rat lung metabolizes 12(S)-HpETE to 8,11,12- and 10,11,12-trihydroxyeicostrienoic acids. 12(S)-HpETE is the mediator of many biological functions, including induction of c-fos and c-jun, activation of AP-1, and endothelium-dependent vasoconstriction. It mediates the inhibitory synaptic response to FMRF-amide in Aplysia sensory neurons and inhibits Ca2+/calmodulin-dependent protein kinase II from rat brain cortex.

Uses

12(S)-HPETE is a fatty acid and an activator of human blood leukocyte 5-LO.

Definition

ChEBI: 12(S)-HPETE is the (S)-enantiomer of 12-HPETE. It has a role as a mouse metabolite. It is functionally related to an icosa-5,8,10,14-tetraenoic acid. It is a conjugate acid of a 12(S)-HPETE(1-). It is an enantiomer of a 12(R)-HPETE.

References

[1] J MACLOUF  P B  B F de Laclos. Stimulation of leukotriene biosynthesis in human blood leukocytes by platelet-derived 12-hydroperoxy-icosatetraenoic acid.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1982, 79 19: 6042-6046. DOI: 10.1073/pnas.79.19.6042
[2] KOJI KISHIMOTO . Suicide inactivation of porcine leukocyte 12-lipoxygenase associated with its incorporation of 15-hydroperoxy-5,8,11,13-eicosatetraenoic acid derivative[J]. Biochimica et Biophysica Acta (BBA) - Lipids and Lipid Metabolism, 1996, 1300 1: Pages 56-62. DOI: 10.1016/0005-2760(95)00241-3
[3] C. PACE-ASCIAK B S E Granstr?m. Arachidonic acid epoxides. Isolation and structure of two hydroxy epoxide intermediates in the formation of 8,11,12- and 10,11,12-trihydroxyeicosatrienoic acids.[J]. The Journal of Biological Chemistry, 1983, 48 1: 6835-6840. DOI: 10.1016/s0021-9258(18)32298-1
[4] MAKOTO NISHIYAMA . Endothelium is required for 12-hydroperoxyeicosatetraenoic acid-induced vasoconstriction[J]. European journal of pharmacology, 1998, 341 1: Pages 57-63. DOI: 10.1016/s0014-2999(97)01353-8
[5] G N RAO. Role of hydroperoxyeicosatetraenoic acids in oxidative stress-induced activating protein 1 (AP-1) activity.[J]. The Journal of Biological Chemistry, 1996, 271 44: 27760-27764. DOI: 10.1074/jbc.271.44.27760
[6] D. PIOMELLI. Lipoxygenase metabolites of arachidonic acid as second messengers for presynaptic inhibition of Aplysia sensory cells[J]. Nature, 1987, 328 6125: 38-43. DOI: 10.1038/328038a0
[7] D PIOMELLI. Inhibition of Ca2+/calmodulin-dependent protein kinase II by arachidonic acid and its metabolites.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1989, 86 21: 8550-8554. DOI: 10.1073/pnas.86.21.8550

12(S)-HPETE Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

12(S)-HPETE Suppliers

China 30 Switzerland 1 United Kingdom 1 United States 5 Global 37
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
12952
Advantage
65
Yichang Zhongyitai Trading Co., Ltd.
Tel
0717-6449896 13886658719
Fax
0717-6558598
Email
root@zhongyitai.com
Country
China
ProdList
1978
Advantage
58
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9803
Advantage
58
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
Email
sales@glpbio.cn
Country
China
ProdList
6777
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354; +17819995354
Email
marketing@targetmol.com
Country
United States
ProdList
32435
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
Advantage
58
MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
Advantage
58
Shanghai Universal Biotech Co.,Ltd
Tel
15921930842 15921930842
Email
yh-wang@univ-bio.com
Country
China
ProdList
25004
Advantage
58
amyjetsci
Tel
027-59626688 18771149750
Email
sales@amyjet.com
Country
China
ProdList
2917
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24961
Advantage
58

71774-10-2, 12(S)-HPETERelated Search:

12(S)-HPETE LIPID MAPS 12(S)-HPETE [1-14C] 12(R)-HPETE (+/-)12-HPETE 12(S)-HPETE (+/-)12-HETE 12(S)-HETE 1,5-HEPTADIEN-4-OL 1.3.7-OCTATRIENE

  • 12S-HYDROPEROXY-5Z,8Z,10E,14Z-EICOSATETRAENOIC ACID
  • 12(S)-HYDROPEROXYEICOSA-5Z,8Z,10E,14Z-TETRAENOIC ACID
  • 12(S)-HPETE
  • (12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoic acid
  • (5Z,8Z,10E,12S,14Z)-12-Hydroperoxy-5,8,10,14-icosatetraenoic acid
  • (5Z,8Z,10E,12S,14Z)-12-Hydroperoxyicosa-5,8,10,14-tetraenoic acid
  • 12(S)-Hydroperoxy-eicosatetraenoic acid
  • (5Z,8Z,10Z,12S,14Z)-12-Hydroperoxy-5,8,10,14-icosatetraenoic acid
  • 12(S)-HpETE Lipid Maps MS Standard
  • ZIOZYRSDNLNNNJ-LQWMCKPYSA-N
  • 12(S)HpETE,12(S) HpETE
  • 5,8,10,14-Eicosatetraenoic acid, 12-hydroperoxy-, (5Z,8Z,10E,12S,14Z)-
  • 12(S)-hydroperoxy-5(Z),8(Z),10(E),14(Z)-ETA
  • 12(S)-HpETE(solution in ethanol)
  • 71774-10-2