Basic information
- CAS
155-54-4- Standard SMILES
O=C1CC(C(=O)O)NC(=O)N1- InChIKey
UFIVEPVSAGBUSI-UHFFFAOYSA-N- Molecular formula
- C5H6N2O4
- Average molar mass
- 158.11 g/mol
- Monoisotopic mass
- 158.03275668
Overview
Dihydroorotic acid is a pyrimidinemonocarboxylic acid that results from the base-catalysed cyclisation of Nalpha-carbethoxyasparagine. It is a monocarboxylic acid, a pyrimidinemonocarboxylic acid, a secondary amide and a N-acylurea. It is functionally related to an orotic acid. It is a conjugate acid of a dihydroorotate.
Names & identifiers
- Preferred name
- (+-)-Dihydroorotic acid
- IUPAC
- 2,6-dioxo-1,3-diazinane-4-carboxylic acid
- English name
- 2,6-dioxo-hexahydro-pyrimidine-4-carboxylic acid
- Molecular formula
- C5H6N2O4
- Molecular weight
- 158.11
Names & synonyms
155-54-4Dihydroorotic acid4,5-dihydroorotic acidCHEBI:30865DTXSID40861839RefChem:789380(+-)-Dihydroorotic acidDTXCID40810706hydroorotic acid2,6-dioxohexahydropyrimidine-4-carboxylic acidDL-Dihydroorotic acid2,6-dioxo-1,3-diazinane-4-carboxylic acid
Show more names
L-Dihydroorotate(RS)-HYDROOROTIC ACIDHexahydro-2,6-dioxo-4-pyrimidinecarboxylic acid
5,6-dihydroorotateDL-Dihydoorotic AcidL-Hydroorotic acid6202-10-439LRK7UX5B2,6-dioxo-hexahydro-pyrimidine-4-carboxylic acidMFCD000060304,5-dihydroorotate
Database identifiers
- CAS
155-54-4、6202-10-4- PubChem CID
- 648
- DTXSID
DTXSID40861839- ChEMBL
CHEMBL75782- ChEBI
CHEBI:30865- UNII
- 39LRK7UX5B
- EC Number
Properties
Computed structural properties
- XLogP
- -1.5
- Topological polar surface area
- 95.5 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 225
Experimental & physicochemical properties
Physical DescriptionSolid
Collision Cross Section125.2 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
Physicochemical properties
- Melting point
- 247 · 247-249 °C
- Density
- 1.523 · 1.523±0.06 g/cm3(Predicted)
- pka
- 2.82 · 2.82±0.20(Predicted)
- FDA UNII
- 39 LRK7UX5B · 39LRK7UX5B
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352-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)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Hazard information
Hazard Classes and Categories
Skin Irrit. 2 (100%)
Skin Irrit. 2 (100%)
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Pharmacology
Tissue LocationsProstate
Cellular LocationsCytoplasm
Applications
UsesDL-Dihydoorotic Acid is used in the production of orotic acid and methyl dihydroorotate (D449975). DL-Dihydoorotic Acid is one of many components used for enhancing the biosynthesis of hyaluronic acid.
Suppliers7 total
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [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]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
广州糖姆氏生命科学有限公司020-31155029 18902330969 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
Additional notes
DefinitionChEBI: A pyrimidinemonocarboxylic acid that results from the base-catalysed cyclisation of Nalpha-carbethoxyasparagine.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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