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SV119 (hydrochloride)

CAT: 0804-HY-177345ASize: 1 EachDry Ice: NoHazardous: No
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Description
SV119 hydrochloride is a sigma-2 ligand with a Ki value of 5.2 nM. SV119 hydrochloride enhances the efficient transport of drugs across the plasma membrane of cancer cells. The conjugation of dm-Erastin with SV119 hydrochloride successfully overcomes the internalization barrier observed in pancreatic cancer, while preserving the inherent anti-tumor activity of Erastin. Additionally, SV119 hydrochloride demonstrates cytotoxic effects on triple-negative breast cancer (TNBC) cells and induces apoptosis[1][2].
CAS Number
913816-12-3
UNSPSC
12352005
Target
Apoptosis; Sigma Receptor
Related Pathways
Apoptosis; Neuronal Signaling
Field of Research
Cancer
Smiles
NCCCCCCN([C@@]1([H])C2)[C@](CCC1)([H])C[C@H]2OC(NC(C=C3C)=C(C=C3)OC)=O.Cl.Cl
Molecular Formula
C23H39Cl2N3O3
Molecular Weight
476.48
References & Citations
[1]Takchi R, et al. Cytotoxic sigma-2 ligands trigger cancer cell death via cholesterol-induced-ER-stress. Cell Death Dis. 2024 May 2;15 (5) :309.|[2]Zongyi Liu, et al. Abstract 5428: Sigma-2 receptor-induced cell death: a novel approach to triple-negative breast cancer treatment. Cancer Res (2015) 75 (15_Supplement) : 5428.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

[(1S,5R)-9-(6-aminohexyl)-9-azabicyclo[3.3.1]nonan-3-yl] N-(2-methoxy-5-methylphenyl)carbamate;dihydrochloride
CAS Number913816-12-3
PubChem CID178421151
IUPAC Name[(1S,5R)-9-(6-aminohexyl)-9-azabicyclo[3.3.1]nonan-3-yl] N-(2-methoxy-5-methylphenyl)carbamate;dihydrochloride
Molecular FormulaC23H39Cl2N3O3
Molecular Weight476.5
Topological Polar Surface Area76.8
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count10
Heavy Atom Count31
Formal Charge0
Complexity490
SMILES
CC1=CC(=C(C=C1)OC)NC(=O)OC2C[C@H]3CCC[C@@H](C2)N3CCCCCCN.Cl.Cl
InChI
InChI=1S/C23H37N3O3.2ClH/c1-17-10-11-22(28-2)21(14-17)25-23(27)29-20-15-18-8-7-9-19(16-20)26(18)13-6-4-3-5-12-24;;/h10-11,14,18-20H,3-9,12-13,15-16,24H2,1-2H3,(H,25,27);2*1H/t18-,19+,20?;;
InChIKey
HIZZPDIGGSORTQ-RILKGCGQSA-N
Chemical Structure
2D Structure
2D structure of [(1S,5R)-9-(6-aminohexyl)-9-azabicyclo[3.3.1]nonan-3-yl] N-(2-methoxy-5-methylphenyl)carbamate;dihydrochloride
CAS: 913816-12-3
CID: 178421151
Formula: C23H39Cl2N3O3
MW: 476.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight476.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count10
Exact Mass475.2368475
Monoisotopic Mass475.2368475
Topological Polar Surface Area76.8 Ų
Heavy Atom Count31
Formal Charge0
Complexity490
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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