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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

Related Categories

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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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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.
Toxicology and applied pharmacology, 189(2), 96-99 (2003-06-05)
To explore the possible actions of endocrine disruptors on the autacoid synthesis in the body, we investigated the effects of nonylphenol (NP), bisphenol A (BPA), di-n-butyl phthalate (DBP), benzyl-n-butyl phthalate (BBP), and di-2-ethylhexyl phthalate (DEHP) on the formation of 12-lipoxygenase
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
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
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
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