MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 535271 | Name: Lipoxin A4

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Lipoxin A4 is a natural specific GPCRs agonist, regulating the immune system and inflammation, crosstalking with TGF-β/Smad signaling, significantly reversing lung irradiation (IR)-induced lung function damage, downregulating the activities of NF-κB and the Smad-binding element promoters.

Chemical Structure

Lipoxin A4
CAS#89663-86-5

Theoretical Analysis

MedKoo Cat#: 535271

Name: Lipoxin A4

CAS#: 89663-86-5

Chemical Formula: C20H32O5

Exact Mass: 352.2250

Molecular Weight: 352.47

Elemental Analysis: C, 68.15; H, 9.15; O, 22.70

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Lipoxin A4; LipoxinA4; Lipoxin-A4
IUPAC/Chemical Name
5S,6R,15S-Trihydroxy-7E,9E,11Z,13E-Eicosatetraenoic acid
InChi Key
IXAQOQZEOGMIQS-SSQFXEBMSA-N
InChi Code
InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1
SMILES Code
CCCCC[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 352.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Wei F, Gong W, Wang J, Yang Y, Liu J, Wang Y, Cao J. Role of the lipoxin A4 receptor in the development of neutrophil extracellular traps in Leishmania infantum infection. Parasit Vectors. 2019 May 29;12(1):275. doi: 10.1186/s13071-019-3530-8. PMID: 31142352; PMCID: PMC6542009. 2: [Lipoxin A4]. Arerugi. 2015 Aug;64(8):1174-5. Japanese. doi: 10.15036/arerugi.64.1174. PMID: 26522420. 3: Petri MH, Laguna-Fernandez A, Arnardottir H, Wheelock CE, Perretti M, Hansson GK, Bäck M. Aspirin-triggered lipoxin A4 inhibits atherosclerosis progression in apolipoprotein E-/- mice. Br J Pharmacol. 2017 Nov;174(22):4043-4054. doi: 10.1111/bph.13707. Epub 2017 Feb 14. PMID: 28071789; PMCID: PMC5659998. 4: Liu X, Wang X, Duan X, Poorun D, Xu J, Zhang S, Gan L, He M, Zhu K, Ming Z, Hu F, Chen H. Lipoxin A4 and its analog suppress inflammation by modulating HMGB1 translocation and expression in psoriasis. Sci Rep. 2017 Aug 2;7(1):7100. doi: 10.1038/s41598-017-07485-1. PMID: 28769106; PMCID: PMC5541073. 5: Liu Z, Qu M, Yang Q, Chang Y. Lipoxin A4 ameliorates renal ischaemia- reperfusion-induced acute lung injury in rats. Clin Exp Pharmacol Physiol. 2019 Jan;46(1):65-74. doi: 10.1111/1440-1681.13023. Epub 2018 Sep 6. PMID: 30118542. 6: Dilek F, Özçeker D, Güler EM, Özkaya E, Yazıcı M, Tamay Z, Koçyiğit A, Güler N. Plasma lipoxin A4 levels in childhood chronic spontaneous urticaria. Turk J Pediatr. 2018;60(5):527-534. doi: 10.24953/turkjped.2018.05.009. PMID: 30968635. 7: Yu S, Xie J, Xiang Y, Dai S, Yu D, Sun H, Chen B, Zhou M. Downregulation of TNF-α/TNF-R1 Signals by AT-Lipoxin A4 May Be a Significant Mechanism of Attenuation in SAP-Associated Lung Injury. Mediators Inflamm. 2019 Apr 11;2019:9019404. doi: 10.1155/2019/9019404. PMID: 31097921; PMCID: PMC6487108. 8: Zhang H, Wang A, Xu T, Zhang J, Jiang W, Niu F, Xie H. Is lipoxin A4 an effective treatment on fat embolism syndrome by attenuating pro-inflammatory response? Med Hypotheses. 2019 Jan;122:176-179. doi: 10.1016/j.mehy.2018.11.019. Epub 2018 Nov 28. PMID: 30593406. 9: Tarannum F, Faizuddin M. Association between lipoxin A4 and interleukin-12 in gingival crevicular fluid: a preliminary investigation. J Periodontal Res. 2017 Apr;52(2):210-217. doi: 10.1111/jre.12383. Epub 2016 Apr 16. PMID: 27083145. 10: Guo Y, Dong C, Tang J, Deng X, Wang G, Wang W, Xu H. Lipoxin A4 alleviates cerebral ischemia-reperfusion injury through up-regulating Nrf2. J Neurosurg Sci. 2018 Apr;62(2):225-226. doi: 10.23736/S0390-5616.17.04164-9. Epub 2017 Sep 4. PMID: 28869373. 11: Wu Q, Chong L, Shao Y, Chen S, Li C. Lipoxin A4 reduces hyperoxia-induced lung injury in neonatal rats through PINK1 signaling pathway. Int Immunopharmacol. 2019 Aug;73:414-423. doi: 10.1016/j.intimp.2019.05.046. Epub 2019 May 29. PMID: 31152979. 12: Xu Z, Zhao S, Zhou T, Liao T, Huang X, Xiang H, Zhang Q, Huang Y, Lin F, Ye D, Huang Y. Lipoxin A4 interferes with embryo implantation via suppression of epithelial-mesenchymal transition. Am J Reprod Immunol. 2019 May;81(5):e13107. doi: 10.1111/aji.13107. Epub 2019 Mar 22. PMID: 30811719. 13: Kantarci A, Aytan N, Palaska I, Stephens D, Crabtree L, Benincasa C, Jenkins BG, Carreras I, Dedeoglu A. Combined administration of resolvin E1 and lipoxin A4 resolves inflammation in a murine model of Alzheimer's disease. Exp Neurol. 2018 Feb;300:111-120. doi: 10.1016/j.expneurol.2017.11.005. Epub 2017 Nov 7. PMID: 29126887. 14: Zong H, Li X, Lin H, Hou C, Ma F. Lipoxin A4 pretreatment mitigates skeletal muscle ischemia-reperfusion injury in rats. Am J Transl Res. 2017 Mar 15;9(3):1139-1150. PMID: 28386340; PMCID: PMC5376005. 15: Perucci LO, Santos PC, Ribeiro LS, Souza DG, Gomes KB, Dusse LM, Sousa LP. Lipoxin A4 Is Increased in the Plasma of Preeclamptic Women. Am J Hypertens. 2016 Oct;29(10):1179-85. doi: 10.1093/ajh/hpw053. Epub 2016 May 13. PMID: 27179254. 16: Zhang JZ, Liu ZL, Zhang YX, Lin HJ, Zhang ZJ. Lipoxin A4 Ameliorates Lipopolysaccharide-Induced A549 Cell Injury through Upregulation of N-myc Downstream-Regulated Gene-1. Chin Med J (Engl). 2018 Jun 5;131(11):1342-1348. doi: 10.4103/0366-6999.232788. PMID: 29786049; PMCID: PMC5987507. 17: Ye W, Zheng C, Yu D, Zhang F, Pan R, Ni X, Shi Z, Zhang Z, Xiang Y, Sun H, Shi K, Chen B, Zhang Q, Zhou M. Lipoxin A4 Ameliorates Acute Pancreatitis- Associated Acute Lung Injury through the Antioxidative and Anti-Inflammatory Effects of the Nrf2 Pathway. Oxid Med Cell Longev. 2019 Nov 6;2019:2197017. doi: 10.1155/2019/2197017. PMID: 31781326; PMCID: PMC6875318. 18: Tahan F, Saraymen R, Gumus H. The role of lipoxin A4 in exercise-induced bronchoconstriction in asthma. J Asthma. 2008 Mar;45(2):161-4. doi: 10.1080/02770900701847068. PMID: 18350409. 19: Ba F, Zhou X, Zhang Y, Wu C, Xu S, Wu L, Li J, Yin Y, Gu X. Lipoxin A4 ameliorates alveolar fluid clearance disturbance in lipopolysaccharide-induced lung injury via aquaporin 5 and MAPK signaling pathway. J Thorac Dis. 2019 Aug;11(8):3599-3608. doi: 10.21037/jtd.2019.08.86. PMID: 31559067; PMCID: PMC6753437. 20: Guo YP, Jiang HK, Jiang H, Tian HY, Li L. Lipoxin A4 may attenuate the progression of obesity-related glomerulopathy by inhibiting NF-κB and ERK/p38 MAPK-dependent inflammation. Life Sci. 2018 Apr 1;198:112-118. doi: 10.1016/j.lfs.2018.02.039. Epub 2018 Feb 27. PMID: 29499280.

View History

Tol8-Agonist-31a

Tol8-Agonist-31a