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Levoleucovorin

CAT: 0804-HY-127009-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-127009-01Size:5 mg
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Description
Levoleucovorin (Levofolinic acid) is the pharmacologically active levoisomer of racemic leucovorin. Levoleucovorin can be used as a rescue agent after high-dose Methotrexate therapy, and in combination with fluorouracil for the research of advanced metastatic colorectal cancer[1].
CAS Number
68538-85-2
Product Name Alternative
Levofolinic acid; Levofolene
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/levoleucovorin.html
Purity
98.53
Solubility
DMSO : 35 mg/mL (ultrasonic) |H2O : 33.33 mg/mL (ultrasonic; adjust pH to 11 with 1 M NaOH)
Smiles
O=CN1C2=C(NC(N)=NC2=O)NC[C@@H]1CNC3=CC=C(C=C3)C(N[C@H](C(O)=O)CCC(O)=O)=O
Molecular Formula
C20H23N7O7
Molecular Weight
473.44
Precautions
H302, H315, H319, H335
References & Citations
[1]Chuang VT, et al. Levoleucovorin as replacement for leucovorin in cancer treatment. Ann Pharmacother. 2012 Oct;46 (10) :1349-57.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched

Chemical Information

L-Folinic acid

(6S)-5-formyltetrahydrofolic acid is the pharmacologically active (6S)-stereoisomer of 5-formyltetrahydrofolic acid. It has a role as a metabolite and an antineoplastic agent. It is a conjugate acid of a (6S)-5-formyltetrahydrofolate(2-).

CAS Number68538-85-2
PubChem CID135398559
IUPAC Name(2S)-2-[[4-[[(6S)-2-amino-5-formyl-4-oxo-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoyl]amino]pentanedioic acid
Molecular FormulaC20H23N7O7
Molecular Weight473.4
XLogP-1.2
Topological Polar Surface Area216
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Heavy Atom Count34
Formal Charge0
Complexity911
SMILES
C1[C@@H](N(C2=C(N1)N=C(NC2=O)N)C=O)CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
InChI
InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12-,13-/m0/s1
InChIKey
VVIAGPKUTFNRDU-STQMWFEESA-N
Chemical Structure
2D Structure
2D structure of L-Folinic acid
CAS: 68538-85-2
CID: 135398559
Formula: C20H23N7O7
MW: 473.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight473.4
XLogP3-1.2
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Exact Mass473.16589610
Monoisotopic Mass473.16589610
Topological Polar Surface Area216 Ų
Heavy Atom Count34
Formal Charge0
Complexity911
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MBS5772415Levoleucovorin disodium
GTR19193845Levoleucovorin
413021Levoleucovorin calcium
RM-L053004-01N-Nitroso-Levoleucovorin-1
A11626-2000Levoleucovorin Calcium 2g
A11626-100Levoleucovorin Calcium 100mg
A11626-50Levoleucovorin Calcium 50mg
A11626-1000Levoleucovorin Calcium 1g
A11626-500Levoleucovorin Calcium 500mg
RM-L053005-01N-Nitroso-Levoleucovorin-2

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