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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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Imre Pataki et al.
Platelets, 16(1), 39-43 (2005-03-15)
To establish the possible influence of isatin (2,3-dioxo-indole) on the activity of platelets, the effects of isatin on platelet eicosanoid synthesis were studied in rats. Different doses (12.5-50 mg/kg) of isatin were injected intraperitoneally (i.p.) and the effects on the
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
I Beck-Speier et al.
Environmental health perspectives, 109 Suppl 4, 613-618 (2001-09-07)
Agglomerates of ultrafine particles (AUFPs) may cause adverse health effects because of their large surface area. To evaluate physiologic responses of immune cells, we studied whether agglomerates of 77-nm elemental carbon [(EC); specific surface area 750 m2/g] and 21 nm
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
Xiuling Li et al.
Archives of biochemistry and biophysics, 467(1), 20-30 (2007-09-21)
Both 12-hydroxyheptadecatrienoic acid (12-HHT) and thromboxane A2 (TXA2) are products derived from prostaglandin H2 (PGH2) catalyzed by thromboxane synthase. Whether or not they exhibit similar actions remains to be determined. While TXA2-induced activation of extracellular signal-regulated kinases (ERKs) has been
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