2'-Deoxy-5-methylcytidine

Names

[ CAS No. ]:
838-07-3

[ Name ]:
2'-Deoxy-5-methylcytidine

[Synonym ]:
4-Amino-1-(2-deoxy-β-D-glycero-pentofuranosyl)-5-methylpyrimidin-2(1H)-one
4-Amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-methylpyrimidin-2(1H)-on
4-amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidin-2-one
4-Amino-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-methyl-2(1H)-pyrimidinone
2'-Deoxy-5-methylcytidine
EINECS 212-655-1
Cytidine, 2'-deoxy-5-methyl-
MFCD00006549
2(1H)-pyrimidinone, 4-amino-1-(2-deoxy-β-D-glycero-pentofuranosyl)-5-methyl-
5-Methyl-2'-deoxy-cytidine
5-Methyl-2'-deoxycytidine

Biological Activity

[Description]:

5-Methyl-2'-deoxycytidine in single-stranded DNA can act in cis to signal de novo DNA methylation[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Epigenetics >> DNA Methyltransferase

[Target]

Human Endogenous Metabolite

[References]

[1]. Christman JK, et al. 5-Methyl-2'-deoxycytidine in single-stranded DNA can act in cis to signal de novo DNA methylation. Proc Natl Acad Sci U S A. 1995 Aug 1;92(16):7347-51.

[2]. Testillano PS, et al. The 5-methyl-deoxy-cytidine (5mdC) localization to reveal in situ the dynamics of DNA methylation chromatin pattern in a variety of plant organ and tissue cells during development. Physiol Plant. 2013 Sep;149(1):104-13.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
492.8±55.0 °C at 760 mmHg

[ Melting Point ]:
217-219 °C(lit.)

[ Molecular Formula ]:
C₁₀H₁₅N₃O₄

[ Molecular Weight ]:
241.244

[ Flash Point ]:
251.9±31.5 °C

[ Exact Mass ]:
241.106262

[ PSA ]:
110.60000

[ LogP ]:
-1.28

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.694

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: HA3860000

CHEMICAL NAME :: Cytidine, 2'-deoxy-5-methyl-

CAS REGISTRY NUMBER :: 838-07-3

BEILSTEIN REFERENCE NO. :: 0024189

LAST UPDATED :: 199612

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C10-H15-N3-O4

MOLECULAR WEIGHT :: 241.28

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 10 umol/L

REFERENCE :: BBACAQ Biochimica et Biophysica Acta. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1947- Volume(issue)/page/year: 697,286,1982

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ WGK Germany ]:
3

[ RTECS ]:
HA3860000

[ HS Code ]:
2934999090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2934999090

[ Summary ]:
2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%