Key Documents

View All Documentation

C6645

Cytosine β-D-arabinofuranoside hydrochloride

Name: Cytosine &#946;-<SC>D</SC>-arabinofuranoside hydrochloride
Brand: SIGMA

≥99% (HPLC), synthetic (inorganic), crystalline

Synonym(s):

1-(β-D-Arabinofuranosyl)cytosine hydrochloride, Ara-C hydrochloride, Arabinocytidine hydrochloride, Arabinosylcytosine hydrochloride, Cytarabine hydrochloride, Cytosine arabinoside hydrochloride

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₉H₁₃N₃O₅ · HCl

CAS Number:

69-74-9

Molecular Weight:

279.68

NACRES:

NA.77

PubChem Substance ID:

24278329

EC Number:

200-713-9

MDL number:

MFCD00012839

UNSPSC Code:

12352208

Assay:

≥99% (HPLC)

Biological source:

synthetic (inorganic)

Form:

crystalline

Solubility:

water: 50 mg/mL, clear, colorless

Storage temp.:

2-8°C

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

Product Name

Cytosine β-D-arabinofuranoside hydrochloride, crystalline

biological source

synthetic (inorganic)

Quality Level

200

assay

≥99% (HPLC)

form

crystalline

mp

197-198 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

Cl[H].NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O

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

InChI key

KCURWTAZOZXKSJ-JBMRGDGGSA-N

Gene Information

human ... POLA1(5422), POLA2(23649), POLD1(5424), POLD2(5425), POLD3(10714), POLD4(57804), POLE(5426), POLE2(5427), POLE3(54107), PRIM1(5557), PRIM2(5558)

Description

Application

Cytosine β-D-arabinofuranoside hydrochloride has been used in fetal bovine serum supplemented Dulbecco′s modified eagle medium (FBS-DMEM) and B27/neurobasal-A medium to inhibit the growth of glial cells. It has also been used to inhibit astrocyte proliferation in embryonic spinal cord neurons.

Biochem/physiol Actions

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 RNA synthesis. Anti-leukemia agent.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H317,H319,H341,H361

pcodes

P201 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Eye Irrit. 2 - Muta. 2 - Repr. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

DNA损伤和修复

DNA损伤和修复机制对于维持DNA完整性至关重要。细胞DNA的损伤与突变、癌症发展等有关。

DNA Damage and Repair

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

Global Trade Item Number

SKU	GTIN
C6645-100MG	04061833511435
C6645-5G	04061833511466
C6645-1G	04061826744178
C6645-25MG	04061833511442
C6645-500MG	04061833511459