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MedKoo Cat#: 406996 | Name: BML-111

Description:

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

BML-111 is a FPR2 (lipoxin A4 receptor) agonist. BML-111 Attenuates Renal Ischemia/Reperfusion Injury Via Peroxisome Proliferator-Activated Receptor-α-Regulated Heme Oxygenase-1. BML-111 attenuates acute lung injury in endotoxemic mice. BML-111 attenuates hemorrhagic shock-induced acute lung injury through inhibiting activation of mitogen-activated protein kinase pathway in rats. BML-111 attenuates acute hepatic dysfunction induced by cecal ligation and puncture in rats.

Chemical Structure

BML-111
BML-111
CAS#78606-80-1

Theoretical Analysis

MedKoo Cat#: 406996

Name: BML-111

CAS#: 78606-80-1

Chemical Formula: C8H16O5

Exact Mass: 192.0998

Molecular Weight: 192.21

Elemental Analysis: C, 49.99; H, 8.39; O, 41.62

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.
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Related CAS #
No Data
Synonym
BML-111; BML 111; BML111.
IUPAC/Chemical Name
(5S,6R)-Methyl 5,6,7-trihydroxyheptanoate
InChi Key
RNMFWAFZUNVQOR-NKWVEPMBSA-N
InChi Code
InChI=1S/C8H16O5/c1-13-8(12)4-2-3-6(10)7(11)5-9/h6-7,9-11H,2-5H2,1H3/t6-,7+/m0/s1
SMILES Code
O=C(OC)CCC[C@H](O)[C@H](O)CO
Appearance
White to off-white 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
>2 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 192.21 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: Wu SH, Chen XQ, Lü J, Wang MJ. BML-111 Attenuates Renal Ischemia/Reperfusion Injury Via Peroxisome Proliferator-Activated Receptor-α-Regulated Heme Oxygenase-1. Inflammation. 2016 Apr;39(2):611-24. doi: 10.1007/s10753-015-0286-y. PubMed PMID: 26597893. 2: Tang M, Chen L, Li B, Wang Y, Li S, Wen A, Yao S, Shang Y. BML-111 attenuates acute lung injury in endotoxemic mice. J Surg Res. 2016 Feb;200(2):619-30. doi: 10.1016/j.jss.2015.09.005. PubMed PMID: 26432471. 3: Liu H, Liu Z, Zhao S, Sun C, Yang M. Effect of BML-111 on the intestinal mucosal barrier in sepsis and its mechanism of action. Mol Med Rep. 2015 Aug;12(2):3101-6. doi: 10.3892/mmr.2015.3746. PubMed PMID: 25955406. 4: Li HB, Wang GZ, Gong J, Wu ZY, Guo S, Li B, Liu M, Ji YD, Tang M, Yuan SY, Shang Y, Yao SL. BML-111 attenuates hemorrhagic shock-induced acute lung injury through inhibiting activation of mitogen-activated protein kinase pathway in rats. J Surg Res. 2013 Aug;183(2):710-9. doi: 10.1016/j.jss.2013.03.007. PubMed PMID: 23558258. 5: Wang YZ, Zhang YC, Cheng JS, Ni Q, Li PW, Han W, Zhang YL. Protective effects of BML-111 on cerulein-induced acute pancreatitis-associated lung injury via activation of Nrf2/ARE signaling pathway. Inflammation. 2014 Aug;37(4):1120-33. doi: 10.1007/s10753-014-9836-y. PubMed PMID: 24550037. 6: Wang YZ, Zhang YC, Cheng JS, Ni Q, Li PJ, Wang SW, Han W, Zhang YL. BML-111, a lipoxin receptor agonist, ameliorates 'two-hit'-induced acute pancreatitis-associated lung injury in mice by the upregulation of heme oxygenase-1. Artif Cells Nanomed Biotechnol. 2014 Apr;42(2):110-20. doi: 10.3109/21691401.2013.794355. PubMed PMID: 23802775. 7: Li H, Wu Z, Feng D, Gong J, Yao C, Wang Y, Yuan S, Yao S, Shang Y. BML-111, a lipoxin receptor agonist, attenuates ventilator-induced lung injury in rats. Shock. 2014 Apr;41(4):311-6. doi: 10.1097/SHK.0000000000000104. PubMed PMID: 24365886. 8: Hawkins KE, DeMars KM, Singh J, Yang C, Cho HS, Frankowski JC, Doré S, Candelario-Jalil E. Neurovascular protection by post-ischemic intravenous injections of the lipoxin A4 receptor agonist, BML-111, in a rat model of ischemic stroke. J Neurochem. 2014 Apr;129(1):130-42. doi: 10.1111/jnc.12607. PubMed PMID: 24225006; PubMed Central PMCID: PMC3967241. 9: El-Agamy DS, Makled MN, Gamil NM. Protective effects of BML-111 against acetaminophen-induced acute liver injury in mice. J Physiol Biochem. 2014 Mar;70(1):141-9. doi: 10.1007/s13105-013-0288-x. PubMed PMID: 24037794. 10: Gong J, Guo S, Li HB, Yuan SY, Shang Y, Yao SL. BML-111, a lipoxin receptor agonist, protects haemorrhagic shock-induced acute lung injury in rats. Resuscitation. 2012 Jul;83(7):907-12. doi: 10.1016/j.resuscitation.2011.12.035. PubMed PMID: 22245750. 11: El-Tanbouly GS, El-Awady MS, Megahed NA, El-Kashef HA, Salem HA. The lipoxin A(4) agonist BML-111 attenuates acute hepatic dysfunction induced by cecal ligation and puncture in rats. Naunyn Schmiedebergs Arch Pharmacol. 2016 Dec 29. doi: 10.1007/s00210-016-1335-2. [Epub ahead of print] PubMed PMID: 28035464. 12: Chen M, Zhong W, Hu Y, Liu J, Cai X. Wnt5a/FZD5/CaMKII signaling pathway mediates the effect of BML-111 on inflammatory reactions in sepsis. Int J Clin Exp Med. 2015 Oct 15;8(10):17824-9. PubMed PMID: 26770375; PubMed Central PMCID: PMC4694275. 13: Yan D, Liu HL, Yu ZJ, Huang YH, Gao D, Hao H, Liao SS, Xu FY, Zhou XY. BML-111 Protected LPS/D-GalN-Induced Acute Liver Injury in Rats. Int J Mol Sci. 2016 Jul 13;17(7). pii: E1114. doi: 10.3390/ijms17071114. PubMed PMID: 27420055; PubMed Central PMCID: PMC4964489. 14: Zhang L, Zhang X, Wu P, Li H, Jin S, Zhou X, Li Y, Ye D, Chen B, Wan J. BML-111, a lipoxin receptor agonist, modulates the immune response and reduces the severity of collagen-induced arthritis. Inflamm Res. 2008 Apr;57(4):157-62. doi: 10.1007/s00011-007-7141-z. PubMed PMID: 18648754. 15: Zhang L, Wan J, Li H, Wu P, Jin S, Zhou X, Yuan P, Xiong W, Li Y, Ye D. Protective effects of BML-111, a lipoxin A(4) receptor agonist, on carbon tetrachloride-induced liver injury in mice. Hepatol Res. 2007 Nov;37(11):948-56. PubMed PMID: 17610505. 16: Kong X, Wu SH, Zhang L, Chen XQ. Roles of lipoxin A4 receptor activation and anti-interleukin-1β antibody on the toll-like receptor 2/mycloid differentiation factor 88/nuclear factor-κB pathway in airway inflammation induced by ovalbumin. Mol Med Rep. 2015 Jul;12(1):895-904. doi: 10.3892/mmr.2015.3443. PubMed PMID: 25760938; PubMed Central PMCID: PMC4438934. 17: Sordi R, Menezes-de-Lima O Jr, Horewicz V, Scheschowitsch K, Santos LF, Assreuy J. Dual role of lipoxin A4 in pneumosepsis pathogenesis. Int Immunopharmacol. 2013 Oct;17(2):283-92. doi: 10.1016/j.intimp.2013.06.010. PubMed PMID: 23816538. 18: Lin F, Yu X, Zhang X, Guo Y, Huang Y, Zhou J, Zeng P, Ye D, Huang Y. A synthetic analog of lipoxin A4 partially alleviates dexamethasone-induced fetal growth restriction in rats. Placenta. 2013 Oct;34(10):941-8. doi: 10.1016/j.placenta.2013.07.007. PubMed PMID: 23910525. 19: Zhou XY, Yu ZJ, Yan D, Wang HM, Huang YH, Sha J, Xu FY, Cai ZY, Min WP. BML-11, a lipoxin receptor agonist, protected carbon tetrachloride-induced hepatic fibrosis in rats. Inflammation. 2013 Oct;36(5):1101-6. doi: 10.1007/s10753-013-9643-x. PubMed PMID: 23640201. 20: Lin F, Zeng P, Xu Z, Ye D, Yu X, Wang N, Tang J, Zhou Y, Huang Y. Treatment of Lipoxin A(4) and its analogue on low-dose endotoxin induced preeclampsia in rat and possible mechanisms. Reprod Toxicol. 2012 Dec;34(4):677-85. doi: 10.1016/j.reprotox.2012.09.009. PubMed PMID: 23063943.