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H1640

Sigma-Aldrich

12(S)-Hydroxy-(5Z,8E,10E)-heptadecatrienoic acid

≥93% (HPLC), ethanol solution

Synonym(s):

12(S)-HHT

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About This Item

Empirical Formula (Hill Notation):
C17H28O3
CAS Number:
54397-84-1
Molecular Weight:
280.40
MDL number:
MFCD00057833
UNSPSC Code:
12352211
PubChem Substance ID:
24895472
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

assay

≥93% (HPLC)

form

ethanol solution

functional group

carboxylic acid

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCC[C@H](O)\C=C\C=C\C\C=C/CCCC(O)=O

InChI

1S/C17H28O3/c1-2-3-10-13-16(18)14-11-8-6-4-5-7-9-12-15-17(19)20/h5-8,11,14,16,18H,2-4,9-10,12-13,15H2,1H3,(H,19,20)/b7-5-,8-6+,14-11+/t16-/m0/s1

InChI key

KUKJHGXXZWHSBG-WBGSEQOASA-N

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Pontus K A Forsell et al.
Biochemical pharmacology, 71(1-2), 144-155 (2005-11-18)
Polychlorinated biphenyls (PCBs) are stable compounds commonly found in nature as environmental pollutants. PCBs can affect the endocrine function of hormones such as steroid-hormones. Also, PCBs are known to be inducers of arachidonic acid release in various cells. We report
Ana M Vecino et al.
Platelets, 13(7), 415-418 (2002-12-19)
Platelets of patients with uremia develop a defective platelet function and have a decreased production of thromboxane B2 (TxB2). Activated platelets generate thromboxane from free arachidonate that is previously released from the membrane phospholipids (PLs) by phospholipases. Phospholipase A2 (PLA2)
C E Espada et al.
Prostaglandins, leukotrienes, and essential fatty acids, 77(1), 21-28 (2007-07-10)
We investigated the effects of certain dietary polyunsaturated fatty acids (PUFAs) and related eicosanoids on the growth and metastasis formation of a murine mammary gland adenocarcinoma. Salvia hispanica (ChO) and Carthamus tinctorius (SaO) vegetable oil sources of omega-3 and -6
H John et al.
Chemistry and physics of lipids, 95(2), 181-188 (2001-07-19)
It is shown that 12-(S)-hydroxy-(5Z, 8E, 10E)-heptadecatrienoic acid (5-cis-HHT)--a physiological metabolite of arachidonic acid--is acid-catalyzed converted into a less polar substance with its maximum UV-absorption at (1)max=232 nm and a molar absorptivity of about epsilon=26600 +/- 200 M(-1)cm(-1). Using a
Yohko Fujimoto et al.
Biochemical and biophysical research communications, 344(1), 140-145 (2006-04-18)
In the present study, the effects of hypochlorous acid (HOCl), monochloramine (NH(2)Cl), glutamine-chloramine (Glu-Cl) and taurine-chloramine (Tau-Cl) on the formation of 12-lipoxygenase (LOX) metabolite, 12-HETE, and cyclooxygenase (COX) metabolites, TXB(2), and 12-HHT, from exogenous arachidonic acid (AA) in rat platelets
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