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Noscapine-13C, d3

CAT: 0804-HY-13716S-01Size: 500 µgDry Ice: NoHazardous: No
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CAT#:0804-HY-13716S-01Size:500 µg
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Description
Noscapine-13C, d3 is a 13C- labeled and deuterated labeled Noscapine[1]. Noscapine ((S, R) -Noscapine) is an orally active phthalideisoquinoline alkaloid with potent antitussive. Noscapine exerts its antitussive effects by activating sigma opioid receptors and is a non-competitive Bradykinin inhibitor. Noscapine disrupts microtubule dynamics, induces mitotic arrest and apoptosis. Noscapine possesses anticancer, neuroprotective, anti-inflammatory activities, and can cross the blood-brain barrier[2][3][4][5][6].
CAS Number
1217680-57-3
UNSPSC
12352005
Hazard Statement
H302-H315-H319-H335
Target
Apoptosis; Isotope-Labeled Compounds; Opioid Receptor
Type
Isotope-Labeled Compounds
Related Pathways
Apoptosis; GPCR/G Protein; Neuronal Signaling; Others
Applications
Cancer-programmed cell death
Field of Research
Cancer
Smiles
COC1=C(OCO2)C2=CC3=C1[C@@]([C@]4([H])C5=CC=C(OC)C(OC)=C5C(O4)=O)([H])N(CC3)[13C]([2H])([2H])[2H]
Molecular Formula
C21 13CH20D3NO7
Molecular Weight
417.43
Precautions
P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
References & Citations
[1] Jaren W Landen, et al. Noscapine Crosses the Blood-Brain Barrier and Inhibits Glioblastoma Growth. Clin Cancer Res. 2004 Aug 1;10 (15) :5187-201.|[2]Yunfan Yang, et al. CYLD Regulates Noscapine Activity in Acute Lymphoblastic Leukemia via a Microtubule-Dependent Mechanism. Theranostics. 2015 Mar 2;5 (7) :656-66.|[3]Vartika Tomar, et al. Noscapine and Its Analogs as Chemotherapeutic Agent: Current Updates. Curr Top Med Chem. 2017;17 (2) :174-188.|[4]Bianca Lokhorst, et al. Interaction of OTC Drug Noscapine and Acenocoumarol and Phenprocoumon. Br J Clin Pharmacol. 2019 May;85 (5) :1041-1043.|[5]S A Ebrahimi, et al. Interaction of Noscapine With the Bradykinin Mediation of the Cough Response. Acta Physiol Hung. 2003;90 (2) :147-55.|[6]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53 (2) :211-216.
Shipping Conditions
Room temperature
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported

Chemical Information

Noscapine-13C,d3
CAS Number1217680-57-3
PubChem CID71751263
IUPAC Name(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-(trideuterio(113C)methyl)-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one
Molecular FormulaC22H23NO7
Molecular Weight417.4
XLogP2.7
Topological Polar Surface Area75.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Heavy Atom Count30
Formal Charge0
Complexity647
SMILES
[2H][13C]([2H])([2H])N1CCC2=CC3=C(C(=C2[C@@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3
InChI
InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1/i1+1D3
InChIKey
AKNNEGZIBPJZJG-DSZYONIXSA-N
Chemical Structure
2D Structure
2D structure of Noscapine-13C,d3
CAS: 1217680-57-3
CID: 71751263
Formula: C22H23NO7
MW: 417.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight417.4
XLogP32.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count8
Rotatable Bond Count4
Exact Mass417.16963715
Monoisotopic Mass417.16963715
Topological Polar Surface Area75.7 Ų
Heavy Atom Count30
Formal Charge0
Complexity647
Isotope Atom Count4
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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