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Catharanthine (Sulfate)

CAT: 0804-HY-N0252B-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0252B-01Size:5 mg
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Description
Catharanthine ((+) -3,4-Didehydrocoronaridine) Sulfate, a constituent of anticancer vinca alkaloids, inhibits voltage-operated L-type Ca2+ channel (VOCC) . Catharanthine Sulfate has IC50s of 220 μM and 8 μM for VOCC currents in cardiomyocytes and vascular smooth muscle cells (VSMCs), respectively. Catharanthine Sulfate lowers blood pressure (BP), heart rate (HR) . Catharanthine Sulfate has anti-cancer activity[1][2].
CAS Number
153230-94-5
Product Name Alternative
(+) -3,4-Didehydrocoronaridine (Sulfate)
UNSPSC
12352005
Target
Calcium Channel
Type
Natural Products
Related Pathways
Membrane Transporter/Ion Channel; Neuronal Signaling
Applications
Cancer-programmed cell death
Field of Research
Cancer; Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/catharanthine-sulfate.html
Solubility
10 mM in DMSO
Smiles
O=C([C@@]1(C2=C3C(C=CC=C4)=C4N2)[C@](C(CC)=C5)([H])[N@](CC3)C[C@]5([H])C1)OC.O=S(O)(O)=O
Molecular Formula
C21H26N2O6S
Molecular Weight
434.51
References & Citations
[1]Jadhav A, et al. Catharanthine dilates small mesenteric arteries and decreases heart rate and cardiac contractility by inhibition of voltage-operated calcium channels on vascular smooth muscle cells and cardiomyocytes. J Pharmacol Exp Ther. 2013 Jun;345 (3) :383-92.|[2]Hugo R Arias, et al. (+) -Catharanthine and (-) -18-methoxycoronaridine induce antidepressant-like activity in mice by differently recruiting serotonergic and norepinephrinergic neurotransmission. Eur J Pharmacol. 2023 Jan 15:939:175454.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
L-type calcium channel

Chemical Information

Catharanthine sulfate
CAS Number153230-94-5
PubChem CID73356992
IUPAC Namemethyl (1R,15R,18R)-17-ethyl-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4,6,8,16-pentaene-1-carboxylate;sulfuric acid
Molecular FormulaC21H26N2O6S
Molecular Weight434.5
Topological Polar Surface Area128
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Heavy Atom Count30
Formal Charge0
Complexity684
SMILES
CCC1=C[C@H]2C[C@]3([C@@H]1N(C2)CCC4=C3NC5=CC=CC=C45)C(=O)OC.OS(=O)(=O)O
InChI
InChI=1S/C21H24N2O2.H2O4S/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18;1-5(2,3)4/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3;(H2,1,2,3,4)/t13-,19+,21-;/m0./s1
InChIKey
ULBHCCBAHJWZET-GYMDHWDQSA-N
Chemical Structure
2D Structure
2D structure of Catharanthine sulfate
CAS: 153230-94-5
CID: 73356992
Formula: C21H26N2O6S
MW: 434.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight434.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count3
Exact Mass434.15115773
Monoisotopic Mass434.15115773
Topological Polar Surface Area128 Ų
Heavy Atom Count30
Formal Charge0
Complexity684
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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N2053-100Catharanthine Sulfate
A12161-50Catharanthine sulfate 50mg
A12161-25Catharanthine sulfate 25mg
A12161-200Catharanthine sulfate 200mg
A12161-100Catharanthine sulfate 100mg
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N1382-50Catharanthine

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