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10-Formylfolic acid

CAT: 0804-HY-124350-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-124350-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
10-Formylfolic acid is a potent inhibitor of dihydrofolate reductase. 10-Formylfolic acid be used as an early indicator of leukemia[1][2].
CAS Number
134-05-4
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Antifolate; Dihydrofolate reductase (DHFR)
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Metabolic Enzyme/Protease
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/10-formylfolic-acid.html
Purity
94.49
Solubility
10 mM in DMSO
Smiles
O=C(O)[C@@H](NC(C1=CC=C(N(C=O)CC2=NC3=C(N=C2)N=C(N)NC3=O)C=C1)=O)CCC(O)=O
Molecular Formula
C20H19N7O7
Molecular Weight
469.41
Precautions
H302, H315, H319, H335
References & Citations
[1]M D'Urso-Scott, et al. Formation of 10-Formylfolic Acid, a Potent Inhibitor of Dihydrofolate Reductase, in Rat Liver Slices Incubated with Folic Acid. Proc Natl Acad Sci U S A. 1974 Jul;71 (7) :2736-9.|[2]J E Baggott, et al. 10-Formyl-dihydrofolic acid is bioactive in human leukemia cells. J Nutr. 1999 Jul;129 (7) :1315-8.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

10-Formylfolic acid

10-Formylfolic acid has been reported in Capsicum annuum var. annuum with data available.

CAS Number134-05-4
PubChem CID135405023
IUPAC Name(2S)-2-[[4-[(2-amino-4-oxo-3H-pteridin-6-yl)methyl-formylamino]benzoyl]amino]pentanedioic acid
Molecular FormulaC20H19N7O7
Molecular Weight469.4
XLogP-1.7
Topological Polar Surface Area217
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Heavy Atom Count34
Formal Charge0
Complexity843
SMILES
C1=CC(=CC=C1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N(CC2=CN=C3C(=N2)C(=O)NC(=N3)N)C=O
InChI
InChI=1S/C20H19N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,7,9,13H,5-6,8H2,(H,24,31)(H,29,30)(H,33,34)(H3,21,22,25,26,32)/t13-/m0/s1
InChIKey
UGWUWNVTCLDEOG-ZDUSSCGKSA-N
Chemical Structure
2D Structure
2D structure of 10-Formylfolic acid
CAS: 134-05-4
CID: 135405023
Formula: C20H19N7O7
MW: 469.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight469.4
XLogP3-1.7
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Exact Mass469.13459597
Monoisotopic Mass469.13459597
Topological Polar Surface Area217 Ų
Heavy Atom Count34
Formal Charge0
Complexity843
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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