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Cytosine β-D-arabinofuranoside hydrochloride - ≥99%, high purity , CAS No.69-74-9

1 Citations COA COA
    Grade & Purity:
  • ≥99%
In stock
Item Number
C139195
Grouped product items
SKU Size
Availability
 Price Qty
C139195-250mg
250mg
3
$18.90
C139195-1g
1g
2
$45.90
C139195-5g
5g
3
$145.90
C139195-25g
25g
3
$576.90
C139195-100g
100g
2
$1,957.90
Wish List
Bulk Order  SDS  DATASHEET  Specification Sheet
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Basic Description

Synonyms 2(1H)-Pyrimidinone, 4-amino-1-beta-D-arabinofuranosyl-, monohydrochloride | Aracytin hydrochloride | Cytosine beta-D-arabinofuranoside hydrochloride, crystalline | Arabinofuranosylcytosine hydrochloride | 1beta-D-Arabinofuranosylcytosine monohydrochloride
Specifications & Purity ≥99%
Biochemical and Physiological Mechanisms Ara-C is phosphorylated to Ara-CTP and is incorporatee into DNA. It inhibits DNA replication by forming cleavage complexes with topoisomerase I resulting in DNA fragmentation, and ultimately induces apoptosis via the PKC signaling pathway.Does not inhibit
Storage Temp Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Nucleosides, nucleotides, and analogues
Class Pyrimidine nucleosides
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Pyrimidine nucleosides
Alternative Parents Glycosylamines  Pentoses  Pyrimidones  Aminopyrimidines and derivatives  Imidolactams  Hydropyrimidines  Tetrahydrofurans  Heteroaromatic compounds  Secondary alcohols  Azacyclic compounds  Oxacyclic compounds  Hydrochlorides  Hydrocarbon derivatives  Organic oxides  Organopnictogen compounds  Primary alcohols  Primary amines  
Molecular Framework Aromatic heteromonocyclic compounds
Substituents Pyrimidine nucleoside - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - Aminopyrimidine - Pyrimidone - Hydropyrimidine - Monosaccharide - Pyrimidine - Imidolactam - Tetrahydrofuran - Heteroaromatic compound - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Primary amine - Primary alcohol - Organic oxide - Organooxygen compound - Organonitrogen compound - Amine - Alcohol - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Hydrochloride - Aromatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as pyrimidine nucleosides. These are compounds comprising a pyrimidine base attached to a ribosyl or deoxyribosyl moiety.
External Descriptors Not available

Associated Targets(Human)

POLB Tchem DNA polymerase beta (23632 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GLA Tclin Alpha-galactosidase A (5444 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GLP1R Tclin Glucagon-like peptide 1 receptor (111429 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HEK293 (82097 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SMN1 Tchem Survival motor neuron protein (34246 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
LMNA Tbio Prelamin-A/C (36751 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MPHOSPH8 Tbio M-phase phosphoprotein 8 (656 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Npsr1 Neuropeptide S receptor (260 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
nfo Endonuclease 4 (425 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
LMP1 Latent membrane protein 1 (726 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one;hydrochloride
INCHI InChI=1S/C9H13N3O5.ClH/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8;/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16);1H/t4-,6-,7+,8-;/m1./s1
InChIKey KCURWTAZOZXKSJ-JBMRGDGGSA-N
Smiles C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)O.Cl
Isomeric SMILES C1=CN(C(=O)N=C1N)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)O.Cl
WGK Germany 3
Molecular Weight 279.68
Reaxy-Rn 25076248
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25076248&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot Number Certificate Type Date Item
K2208552 Certificate of Analysis Aug 23, 2024 C139195
K2208255 Certificate of Analysis Aug 23, 2024 C139195
K2208252 Certificate of Analysis Aug 23, 2024 C139195
K2208254 Certificate of Analysis Aug 23, 2024 C139195
I1528001 Certificate of Analysis Mar 16, 2023 C139195
I2215008 Certificate of Analysis Jul 24, 2022 C139195
F1808091 Certificate of Analysis Feb 23, 2022 C139195

Chemical and Physical Properties

Sensitivity Hygroscopic
Molecular Weight 279.680 g/mol
XLogP3
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 2
Exact Mass 279.062 Da
Monoisotopic Mass 279.062 Da
Topological Polar Surface Area 129.000 Ų
Heavy Atom Count 18
Formal Charge 0
Complexity 383.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 4
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 2

Solution Calculators

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