Basic information
- CAS
3650-93-9- Standard SMILES
Nc1[nH]c(=O)ncc1C(=O)O- InChIKey
BLQMCTXZEMGOJM-UHFFFAOYSA-N- Molecular formula
- C5H5N3O3
- Average molar mass
- 155.11 g/mol
- Monoisotopic mass
- 155.03309103
Overview
5-carboxycytosine is a nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a carboxy group. It has a role as a metabolite. It is an aromatic carboxylic acid, a pyrimidone, an aminopyrimidine and a nucleobase analogue. It is functionally related to a cytosine.
Names & identifiers
- Preferred name
- 5-Carboxycytosine
- IUPAC
- 6-amino-2-oxo-1H-pyrimidine-5-carboxylic acid
- English name
- 5-Carboxycytosine
- Molecular formula
- C5H5N3O3
- Molecular weight
- 155.11
Names & synonyms
3650-93-95-CARBOXYCYTOSINECytosine-5-carboxylic acidDTXSID70190003760CU98B9KNSC-9309CHEBI:767935caC nucleosideRefChem:913291DTXCID40112494222-890-14-Amino-2-hydroxy-5-pyrimidinecarboxylic acid
Show more names
Uracil Impurity 8Imidacloprid Impurity 304-AMINO-5-CARBOXY-2-HYDROXYPYRIMIDINE5-CARBOXYCYTOSINE ISO 9001：2015 REACH4-AMINO-5-CARBOXY-2-HYDROXYPYRIMIDINE 97%4-Amino-2-hydroxy-5-pyrimidinecarboxylicacid
4-amino-2-hydroxypyrimidine-5-carboxylic acid4-amino-2-oxo-1,2-dihydropyrimidine-5-carboxylic acid5-carboxylcytosine6-amino-2-oxo-1H-pyrimidine-5-carboxylic acidUNII-760CU98B9KMFCD00047368STL5820756-amino-2-oxo-1,2-dihydropyrimidine-5-carboxylic acid
Database identifiers
- CAS
3650-93-9- PubChem CID
- 77213
- DTXSID
DTXSID70190003- ChEBI
CHEBI:76793
Properties
Computed structural properties
- XLogP
- -0.9
- Topological polar surface area
- 105 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 279
Physicochemical properties
- Melting point
- 256 · 256-257 °C
- Density
- 1.88 · 1.88±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator, under inert atmosphere
- solubility
- Aqueous Base (Slightly)
- form
- Solid
- pka
- -3.5 · -3.50±0.20(Predicted)
- color
- Pale Yellow to Pale Beige
- InChI
- 1S/C5H5N3O3/c6-3-2(4(9)10)1-7-5(11)8-3/h1H,(H,9,10)(H3,6,7,8,11)
- InChIKey
- BLQMCTXZEMGOJM-UHFFFAOYSA-N
- SMILES
- NC1=NC(=O)NC=C1C(O)=O
- FDA UNII
- 760 CU98B9K · 760CU98B9K
- UNSPSC Code
- 12352200 · 12352200
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Chemistry & industry
Applications
UsesCytosine derivatives, such as 5-Carboxylcytosine, are involved with a wide variety of biological functions including cytosine methylation, gene expression, genome stability, and chromatin modification. In addition, 5-Carboxylcytosine interacts with the RNA polymerase II elongation complex that can influence the pluripotent states during early embryonic development.
Upstream & downstream products
Upstream raw materials
Suppliers26 total
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Compound Net Biotechnology Inc.15266686121 · [email protected]
Aladdin Scientific[email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
宝鸡缔都医药化工有限公司029-81145305 17791533577 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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