An inhibitor of MCT1 and MCT4
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Syrosingopine

Item No. 36402

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,16β,17α,18β,20α)-18-[[4-[(ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl]oxy]-11,17-dimethoxy-yohimban-16-carboxylic acid, methyl ester
CAS Number
84-36-6
Synonyms
  • NSC 77030
  • SU 3118
Molecular Formula
C35H42N2O11
Formula Weight
666.7
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: Slightly solublePBS (pH 7.2): 0.3 mg/ml
λmax
212 nm
SMILES
COC([C@H]1[C@@]2([H])C[C@]3([H])C4=C(CCN3C[C@@]2([H])C[C@H]([C@@H]1OC)OC(C5=CC(OC)=C(C(OC)=C5)OC(OCC)=O)=O)C6=CC=C(OC)C=C6N4)=O
InChi Code
InChI=1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(28)44-5)34(39)45-6/h8-9,12-13,15,19,23,25,28-29,32,36H,7,10-11,14,16-17H2,1-6H3/t19-,23+,25-,28-,29+,32+/m1/s1
InChi Key
ZCDNRPPFBQDQHR-SSYATKPKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $90

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    10 mg

    $151

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    25 mg

    $356

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    50 mg

    $533

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    Cayman Chemical
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    Product Description

    Syrosingopine is an inhibitor of monocarboxylate transporter 1 (MCT1) and MCT4 (IC50s = 2,500 and 40 nM, respectively).1 It inhibits MCT-facilitated lactate export and decreases intracellular pH in HL-60 promyeloblast cells when used at a concentration of 10 µM. Syrosingopine (5 µM), in combination with metformin (Item No. 13118), decreases cell growth in HL-60 cells.2 Intravenous administration of syrosingopine (0.5 mg/kg) reduces heart norepinephrine levels, mean arterial pressure (MAP), and pulse rate in normotensive dogs.3 Formulations containing syrosingopine have been used in the treatment of hypertension.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Benjamin, D., Robay, D., Hindupur, S.K., et al. Dual inhibition of the lactate transporters MCT1 and MCT4 is synthetic lethal with metformin due to NAD+ depletion in cancer cells. Cell Rep. 25(11), 3047-3058 (2018).

    2. Benjamin, D., Colombi, M., Hindupur, S.K., et al. Syrosingopine sensitizes cancer cells to killing by metformin. Sci. Adv. 2(12), e1601756 (2016).

    3. Orlans, F.B., Finger, K.F., and Brodie, B.B. Pharmacological consequences of the selective release of peripheral norepinephrine by syrosingopine (Su 3118). J. Pharmacol. Exp. Ther. 128, 131-139 (1960).