A pan-selectin inhibitor
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Bimosiamose

Item No. 30878

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3′,3′′′-(1,6-hexanediyl)bis[6′-(α-D-mannopyranosyloxy)-[1,1′-biphenyl]-3-acetic acid
CAS Number
187269-40-5
Synonyms
  • TBC 1269
Molecular Formula
C46H54O16
Formula Weight
862.9
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
OC(CC1=CC=CC(C2=C(O[C@@H]3[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)C=CC(CCCCCCC4=CC(C5=CC=CC(CC(O)=O)=C5)=C(O[C@@H]6[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)C=C4)=C2)=C1)=O
InChi Code
InChI=1S/C46H54O16/c47-23-35-39(53)41(55)43(57)45(61-35)59-33-15-13-25(19-31(33)29-11-5-9-27(17-29)21-37(49)50)7-3-1-2-4-8-26-14-16-34(60-46-44(58)42(56)40(54)36(24-48)62-46)32(20-26)30-12-6-10-28(18-30)22-38(51)52/h5-6,9-20,35-36,39-48,53-58H,1-4,7-8,21-24H2,(H,49,50)(H,51,52)/t35-,36-,39-,40-,41+,42+,43+,44+,45+,46+/m1/s1
InChi Key
RYWCQJDEHXJHRI-XJMXIVSISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    Bimosiamose is a pan-selectin inhibitor (IC50s = 88, 20, and 86 µM for E-, P-, and L-selectin, respectively).1 It reduces adhesion of HL-60 cells to E- and P-selectin when used at a concentration of 129 µM.2 In vivo, bimosiamose (200 mg/kg) reduces skin scaliness, induration, and erythema in a patient-derived xenograft mouse model of psoriasis. It decreases hepatic alanine aminotransferase (ALT), aspartate aminotransferase (AST), lactate dehydrogenase (LDH), and myeloperoxidase (MPO) levels and reduces neutrophil infiltration in a rat model of severe hepatic ischemia-reperfusion injury.1 Bimosiamose also prevents nematode-induced late airway reactivity in sheep and reduces airway hyperresponsiveness in a mouse model of asthma.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Palma-Vargas, J.M., Toledo-Pereyra, L., Dean, R.E., et al. Small-molecule selectin inhibitor protects against liver inflammatory response after ischemia and reperfusion. J. Am. Coll. Surg. 185(4), 365-372 (1997).

    2. Friedrich, M., Bock, D., Philipp, S., et al. Pan-selectin antagonism improves psoriasis manifestation in mice and man. Arch. Dermatol. Res. 297(8), 345-351 (2008).

    3. Aydt, E., and Wolff, G. Development of synthetic pan-selectin antagonists: A new treatment strategy for chronic inflammation in asthma. Pathobiology 70(5), 297-301 (2002).