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Syrosingopine (Standard)

CAT: 0804-HY-N4115R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N4115R-01Size:5 mg
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Description
Syrosingopine (Su 3118) is an orally active lactate transporters (MCT1/MCT4) dual inhibitor, which can reduce glycolysis and induce synthetic lethality in cancer cells when combine with metformin. Syrosingopine shows anti-hypertensive activity by depleting peripheral stores of norepinephrine[1][2].
CAS Number
84-36-6
UNSPSC
12352005
Target
Monocarboxylate Transporter
Related Pathways
Membrane Transporter/Ion Channel
Field of Research
Cancer; Cardiovascular Disease
Smiles
[H][C@@]12C(NC3=C4C=CC(OC)=C3)=C4CCN1C[C@]5(C[C@@H](OC(C6=CC(OC)=C(OC(OCC)=O)C(OC)=C6)=O)[C@H](OC)[C@@H](C(OC)=O)[C@]5(C2)[H])[H]
Molecular Formula
C35H42N2O11
Molecular Weight
666.71
References & Citations
[1]Benjamin D, 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. 2018 Dec 11;25 (11) :3047-3058.e4. |[2]Lefèvre-Borg F, et al. Role of the sympathetic nervous system in blood pressure maintenance and in the antihypertensive effects of calcium antagonists in spontaneously hypertensive rats. Hypertension. 1988 Apr;11 (4) :360-70.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Syrosingopine

Syrosingopine is a yohimban alkaloid.

CAS Number84-36-6
PubChem CID6769
IUPAC Namemethyl (1R,15S,17R,18R,19S,20S)-17-(4-ethoxycarbonyloxy-3,5-dimethoxybenzoyl)oxy-6,18-dimethoxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
Molecular FormulaC35H42N2O11
Molecular Weight666.7
XLogP4.6
Topological Polar Surface Area144
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count12
Rotatable Bond Count13
Heavy Atom Count48
Formal Charge0
Complexity1130
SMILES
CCOC(=O)OC1=C(C=C(C=C1OC)C(=O)O[C@@H]2C[C@@H]3CN4CCC5=C([C@H]4C[C@@H]3[C@@H]([C@H]2OC)C(=O)OC)NC6=C5C=CC(=C6)OC)OC
InChI
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
InChIKey
ZCDNRPPFBQDQHR-SSYATKPKSA-N
Chemical Structure
2D Structure
2D structure of Syrosingopine
CAS: 84-36-6
CID: 6769
Formula: C35H42N2O11
MW: 666.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight666.7
XLogP34.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count12
Rotatable Bond Count13
Exact Mass666.27886016
Monoisotopic Mass666.27886016
Topological Polar Surface Area144 Ų
Heavy Atom Count48
Formal Charge0
Complexity1130
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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