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trans-EKODE-(E)-Ib

trans-EKODE-(E)-Ib Structure
trans-EKODE-(E)-Ib structure
CAS No.
478931-82-7
Chemical Name:
trans-EKODE-(E)-Ib
Synonyms
trans-EKODE-(E)-Ib;trans-EKODE-(E)-Ib Exclusive;12,13-epoxy-9-Oxo-10(E)-Octadecenoic Acid;9-oxo-11-(3-pentyl-2-oxiranyl)-10(E)-undecenoic acid;10-Undecenoic acid, 9-oxo-11-(3-pentyl-2-oxiranyl)-, (10E)-
CBNumber:
CB52592768
Molecular Formula:
C18H30O4
Molecular Weight:
310.43
MDL Number:
MFCD18427923
MOL File:
478931-82-7.mol
Last updated:2023-06-08 09:03:08
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trans-EKODE-(E)-Ib Properties

Boiling point 476.5±30.0 °C(Predicted)
Density 1.066±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS (pH 7.2): .5 mg/ml
pka 4.77±0.10(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319
Precautionary statements  P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
NFPA 704
3
2 0

trans-EKODE-(E)-Ib price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 10004224 trans-EKODE-(E)-Ib ≥98% 478931-82-7 25μg $49 2024-03-01 Buy
Cayman Chemical 10004224 trans-EKODE-(E)-Ib ≥98% 478931-82-7 50μg $92 2024-03-01 Buy
Cayman Chemical 10004224 trans-EKODE-(E)-Ib ≥98% 478931-82-7 100μg $172 2024-03-01 Buy
Cayman Chemical 10004224 trans-EKODE-(E)-Ib ≥98% 478931-82-7 500μg $758 2024-03-01 Buy
TRC E975108 (10E)-9-Oxo-11-(3-pentyl-2-oxiranyl)-10-undecenoicAcid 478931-82-7 25μg $45 2021-12-16 Buy
Product number Packaging Price Buy
10004224 25μg $49 Buy
10004224 50μg $92 Buy
10004224 100μg $172 Buy
10004224 500μg $758 Buy
E975108 25μg $45 Buy

trans-EKODE-(E)-Ib Chemical Properties,Uses,Production

Description

During oxidative stress, the abundant unsaturated fatty acid linoleic acid undergoes lipid peroxidation to produce α,β-unsaturated epoxy-keto-octadecenoic acids (EKODEs). Nonenzymatic autooxidation of linoleic acid generates six major EKODE isomers, which differ from one another in the positioning and the orientation of the epoxy group relative to the keto moiety. trans-EKODE-(E)-Ib is a biologically active peroxidation product of linoleic acid that is characterized, structurally, by having a trans carbon-carbon double bond between the 9-keto and 12,13-epoxy groups. It activates an antioxidant response element (ARE) in neuronal cells and induces the expression of ARE-regulated cytoprotective genes like NQO1.1 This EKODE also stimulates the synthesis of aldosterone and corticosterone in adrenal cells when supplied at 1-5 μM.2,3 This effect appears to be mediated by a rise in intracellular calcium.4

Definition

ChEBI: Trans-EKODE-(E)-Ib is a long-chain fatty acid.

References

1. Wang, R., Kern, J.T., Goodfriend, T.L., et al. Activation of the antioxidant response element by specific oxidized metabolites of linoleic acid Prostaglandins Leukot. Essent. Fatty Acids 81(1),53-59(2009).
2. Goodfriend, T.L., Ball, D.L., Raff, H., et al. Oxidized products of linoleic acid stimulate adrenal steroidogenesis Endocr. Res. 28(4),325-330(2002).
3. Goodfriend, T.L., Ball, D.L., Egan, B.M., et al. Epoxy-keto derivative of linoleic acid stimulates aldosterone secretion Hypertension 43[part 2],358-363(2004).
4. Payet, M.D., Goodfriend, T.L., Bilodeau, L., et al. An oxidized metabolite of linoleic acid increases intracellular calcium in rat adrenal glomerulosa cells Am. J. Physiol. Endocrinol. Metab. 291,E1160-E1167(2006).

trans-EKODE-(E)-Ib Preparation Products And Raw materials

Raw materials

Preparation Products

trans-EKODE-(E)-Ib Suppliers

Global( 19)Suppliers
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Alfa Chemistry 		+1-5166625404 Info@alfa-chemistry.com United States 21317 58
Yichang Zhongyitai Trading Co., Ltd. 0717-6449896 13886658719 root@zhongyitai.com China 1977 58
Alfa Chemistry 1-516-6625404 support@alfa-chemistry.com United States 9171 60
Shanghai Hongye Biotechnology Co. Ltd 400-9205774 sales@glpbio.cn China 6870 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
MedBioPharmaceutical Technology Inc 021-69568360 18916172912 order@med-bio.cn China 8141 58
Energy Chemical 021-58432009 400-005-6266 marketing@energy-chemical.com China 44941 58
Shanghai Yifei Biotechnology Co. , Ltd. 021-65675885 18964387627 customer_service@efebio.com China 8740 58
Supplier Advantage
Alfa Chemistry 		58
Yichang Zhongyitai Trading Co., Ltd. 58
Alfa Chemistry 60
Shanghai Hongye Biotechnology Co. Ltd 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 58
MedBioPharmaceutical Technology Inc 58
Energy Chemical 58
Shanghai Yifei Biotechnology Co. , Ltd. 58
trans-EKODE-(E)-Ib trans-EKODE-(E)-Ib Exclusive 9-oxo-11-(3-pentyl-2-oxiranyl)-10(E)-undecenoic acid 12,13-epoxy-9-Oxo-10(E)-Octadecenoic Acid 10-Undecenoic acid, 9-oxo-11-(3-pentyl-2-oxiranyl)-, (10E)- 478931-82-7