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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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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
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)
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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