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orotidine 5'-phosphate(3-)

AlkaPlorer ID: AK018826

Synonym: "orotidine 5'-(dihydrogen phosphate)", '', "6-carboxy-5'-uridylic acid", "orotidine 5'-phosphate", "6-carboxylato-5'-O-phosphonatouridine", 'Orotidylic acid', "orotidine 5'-phosphate trianion", "Orotidine 5'-phosphate"

IUPAC Name: 3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]-2,6-dioxopyrimidine-4-carboxylic acid

Structure

SMILES: O=C(O)C1=CC(O)=NC(=O)N1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O

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InChI: InChI=1S/C10H13N2O11P/c13-5-1-3(9(16)17)12(10(18)11-5)8-7(15)6(14)4(23-8)2-22-24(19,20)21/h1,4,6-8,14-15H,2H2,(H,16,17)(H,11,13,18)(H2,19,20,21)/t4-,6-,7-,8-/m1/s1

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InChIKey: KYOBSHFOBAOFBF-XVFCMESISA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Escherichia coli Escherichia Enterobacteriaceae Enterobacterales Gammaproteobacteria Pseudomonadota None Bacteria

Properties Information

Molecule Weight: 368.191

TPSA？: 208.87

MolLogP？: -2.624400000000001

Number of H-Donors: 6

Number of H-Acceptors: 10

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Methanobacterium thermoautotrophicum Orotidine 5'-phosphate decarboxylase Km 2000.0 nM 10.1021/jm060202r
Methanobacterium thermoautotrophicum Orotidine 5'-phosphate decarboxylase Km 5000.0 nM 10.1021/jm060202r
Plasmodium falciparum Orotidine phosphate decarboxylase Km 13000.0 nM 10.1021/jm060202r
Saccharomyces cerevisiae S288c Orotidine phosphate decarboxylase Km 700.0 nM 10.1021/jm060202r

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT023274 O=C(O)c1cc(=O)[nH]c(=O)[nH]1.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O>>O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O R01870
AKRT023281 O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>O=C(O)c1cc(=O)[nH]c(=O)[nH]1 R01870
AKRT023282 O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>O=C(O)c1cc(=O)[nH]c(=O)[nH]1.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O None
AKRT023283 O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>O=C=O OROTPDECARB-RXN
AKRT023284 O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>O=C=O.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 None
AKRT023285 O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O R01870
AKRT023286 O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 OROTPDECARB-RXN
AKRT023837 O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O.O=C(O)c1cc(=O)[nH]c(=O)[nH]1>>O=C(O)c1cc(=O)[nH]c(=O)n1[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O enzymemap_38508