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Phosphorylcholine

AlkaPlorer ID: AK046547

Synonym: ''

IUPAC Name: 2-(trimethylazaniumyl)ethyl hydrogen phosphate

Structure

SMILES: C[N+](C)(C)CCOP(=O)([O-])O

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InChI: InChI=1S/C5H14NO4P/c1-6(2,3)4-5-10-11(7,8)9/h4-5H2,1-3H3,(H-,7,8,9)

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InChIKey: YHHSONZFOIEMCP-UHFFFAOYSA-N

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Properties Information

Molecule Weight: 183.144

TPSA？: 69.59

MolLogP？: -0.8301000000000003

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Serum amyloid P-component Inhibition 0.0 % None
Homo sapiens Serum amyloid P-component Inhibition 2.0 % None
Homo sapiens Serum amyloid P-component Inhibition 3.0 % None
Homo sapiens Serum amyloid P-component Inhibition 4.0 % None
Homo sapiens Serum amyloid P-component Inhibition 5.0 % None
Homo sapiens Serum amyloid P-component Inhibition 19.0 % None
Homo sapiens Serum amyloid P-component Inhibition 24.0 % None
Plasmodium falciparum Plasmodium falciparum IC50 1200000.0 nM 10.1021/jm9701886

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000013 */C=C/OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O RXN-17737
AKRT000014 */C=C/OC[C@H](CO)OC(*)=O.C[N+](C)(C)CCOP(=O)(O)O>>*/C=C/OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(*)=O MNXR188005
AKRT000018 */C=C/OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(*)=O>>C[N+](C)(C)CCOP(=O)(O)O RXN-17750
AKRT000110 *C(=O)NC(CO)C(O)C=CCCCCCCCCCCCCC.C[N+](C)(C)CCOP(=O)(O)O>>*C(=O)NC(COP(=O)(O)OCC[N+](C)(C)C)C(O)C=CCCCCCCCCCCCCC MNXR147688
AKRT000129 *C(=O)N[C@@H](CO)[C@@H](*)O.C[N+](C)(C)CCOP(=O)(O)O>>*C(=O)N[C@@H](COP(=O)(O)OCC[N+](C)(C)C)[C@@H](*)O MNXR177992
AKRT000144 *C(=O)N[C@@H](COP(=O)(O)OCC[N+](C)(C)C)[C@@H](*)O>>C[N+](C)(C)CCOP(=O)(O)O SPHINGOMYELIN-PHOSPHODIESTERASE-RXN
AKRT000146 *C(=O)N[C@@H](COP(=O)(O)OCC[N+](C)(C)C)[C@H](O)/C=C/CCCCCCCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O RXN-15212
AKRT000314 *C(=O)OCC(COP(=O)(O)OCC[N+](C)(C)C)OC(*)=O>>C[N+](C)(C)CCOP(=O)(O)O R01312
AKRT000317 *C(=O)OCC(O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O MNXR194874
AKRT000349 *C(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(*)=O>>C[N+](C)(C)CCOP(=O)(O)O PHOSPHOLIPASE-C-RXN
AKRT000352 *C(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC>>C[N+](C)(C)CCOP(=O)(O)O RXN-20534
AKRT002685 CC(=O)N[C@@H](COP(=O)(O)OCC[N+](C)(C)C)[C@@H](C)O>>C[N+](C)(C)CCOP(=O)(O)O 45300
AKRT002686 CC(=O)N[C@@H](COP(=O)(O)OCC[N+](C)(C)C)[C@H](O)/C=C/CCCCCCCCCC(C)C>>C[N+](C)(C)CCOP(=O)(O)O 34739
AKRT004223 CC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 44720
AKRT007406 CCCC(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCC>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57427
AKRT007593 CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 41003
AKRT007598 CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC[C@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57436
AKRT007735 CCCCC/C=C\C/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 41115
AKRT007914 CCCCCC(=O)OCC(COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCC>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57408
AKRT007922 CCCCCC(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCC>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57410
AKRT008028 CCCCCCC(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCC>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57409
AKRT008230 CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 41091
AKRT008288 CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57432
AKRT008411 CCCCCCCC/C=C\CCCCCCCCCCCCCC(=O)N[C@@H](COP(=O)(O)OCC[N+](C)(C)C)[C@H](O)/C=C/CCCCCCCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O 45320
AKRT008582 CCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57438
AKRT008584 CCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 41127
AKRT008586 CCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57403
AKRT008684 CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 41095
AKRT008749 CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O 45644
AKRT008751 CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O 54284
AKRT008753 CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCCCCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O 45324
AKRT008849 CCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57440
AKRT008857 CCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57412
AKRT008860 CCCCCCCCCCCCCC(=O)OC[C@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 40999
AKRT008918 CCCCCCCCCCCCCCCC(=O)Nc1cc([N+](=O)[O-])ccc1OP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57268
AKRT008919 CCCCCCCCCCCCCCCC(=O)Nc1cc2c(C)cc(=O)oc2cc1OP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57275
AKRT008943 CCCCCCCCCCCCCCCC(=O)OCC(O)CO.C[N+](C)(C)CCOP(=O)(O)O>>CCCCCCCCCCCCCCCC(=O)OCC(O)COP(=O)(O)OCC[N+](C)(C)C MNXR191837
AKRT008977 CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 41119
AKRT009013 CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC>>C[N+](C)(C)CCOP(=O)(O)O 45304
AKRT009021 CCCCCCCCCCCCCCCC(=O)OC[C@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57419
AKRT009113 CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO.C[N+](C)(C)CCOP(=O)(O)O>>CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C MNXR133201
AKRT009123 CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57442
AKRT009237 CCCCCCCCCCCCCCCCCCOC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 39923
AKRT009240 CCCCCCCCCCCCCCCCCCOC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(C)=O>>C[N+](C)(C)CCOP(=O)(O)O 63384
AKRT009241 CCCCCCCCCCCCCCCCCCOC[C@H](O)COP(=O)(O)OCC[N+](C)(C)C>>CCCCCCCCCCCCCCCCCCOC[C@H](O)CO.C[N+](C)(C)CCOP(=O)(O)O None
AKRT009242 CCCCCCCCCCCCCCCCCCOC[C@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57284
AKRT009253 CCCCCCCCCCCCCCCCOC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 36087
AKRT010388 CN(C)CCOP(=O)(O)O.C[33S]>>C[N+](C)(C)CCOP(=O)(O)O None
AKRT010389 CN(C)CCOP(=O)(O)O.C[SAH]>>C[N+](C)(C)CCOP(=O)(O)O RXN-5643
AKRT010835 CN[C@@H](COP(=O)(O)OCC[N+](C)(C)C)C(C)=O>>C[N+](C)(C)CCOP(=O)(O)O 56084
AKRT011212 COC[C@@H](O)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 36083
AKRT011215 COC[C@H](COP(=O)(O)OCC[N+](C)(C)C)OC(C)=O>>C[N+](C)(C)CCOP(=O)(O)O 63380
AKRT012854 C[C@@H](O)[C@@H](N)COP(=O)(O)OCC[N+](C)(C)C>>C[N+](C)(C)CCOP(=O)(O)O 45296
AKRT014285 C[N+](C)(C)CC(OP(=O)(O)O)c1ccc([N+](=O)[O-])cc1>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57219
AKRT014286 C[N+](C)(C)CC(OP(=O)(O)O)c1ccc([N+](=O)[O-])cc1>>C[N+](C)(C)CCOP(=O)(O)O.O=[N+]([O-])c1ccc(O)cc1 None
AKRT014324 C[N+](C)(C)CCO>>C[N+](C)(C)CCOP(=O)(O)O CHOLINE-KINASE-RXN
AKRT014345 C[N+](C)(C)CCOP(=O)(O)O.Nc1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1>>C[N+](C)(C)CCOP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O 2.7.7.15-RXN
AKRT014346 C[N+](C)(C)CCOP(=O)(O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>C[N+](C)(C)CCO.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT014347 C[N+](C)(C)CCOP(=O)(O)O.O=C(O)CCC(=O)C(=O)O>>C[N+](C)(C)CC=O.O=C(O)CCC(=O)O.O=C=O None
AKRT014348 C[N+](C)(C)CCOP(=O)(O)O.O=[N+](O)c1ccc(O)cc1>>C[N+](C)(C)CCOP(=O)(O)Oc1ccc([N+](=O)O)cc1 MNXR194875
AKRT014349 C[N+](C)(C)CCOP(=O)(O)O.O=[N+]([O-])c1ccc(O)cc1>>C[N+](C)(C)CCOc1ccc([N+](=O)[O-])cc1 enzymemap_55792
AKRT014350 C[N+](C)(C)CCOP(=O)(O)O>>C[N+](C)(C)CC=O enzymemap_11095
AKRT014351 C[N+](C)(C)CCOP(=O)(O)O>>C[N+](C)(C)CCO RXN-5647
AKRT014352 C[N+](C)(C)CCOP(=O)(O)OC(CO)CO>>C[N+](C)(C)CCOP(=O)(O)O 61684
AKRT014357 C[N+](C)(C)CCOP(=O)(O)OC[C@H](O)CO>>C[N+](C)(C)CCOP(=O)(O)O 3.1.4.38-RXN
AKRT014358 C[N+](C)(C)CCOP(=O)(O)OC[C@H](O)CO>>C[N+](C)(C)CCOP(=O)(O)O.OCC(O)CO None
AKRT014361 C[N+](C)(C)CCOP(=O)(O)OP(=O)(O)OC[C@@H]1O[C@H](n2ccc(N)nc2=O)[C@@H](O)[C@H]1O>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_49434
AKRT014362 C[N+](C)(C)CCOP(=O)(O)OP(=O)(O)OC[C@@H]1O[C@H](n2ccc(N)nc2=O)[C@@H](O)[C@H]1O>>C[N+](C)(C)CCOP(=O)(O)O.Nc1ccn([C@H]2O[C@@H](COP(=O)(O)O)[C@H](O)[C@@H]2O)c(=O)n1 None
AKRT014364 C[N+](C)(C)CCOP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O>>C[N+](C)(C)CCOP(=O)(O)O RXN-9614
AKRT014365 C[N+](C)(C)CCOP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(N)nc2=O)[C@H](O)[C@@H]1O>>C[N+](C)(C)CCOP(=O)(O)O.Nc1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1 None
AKRT014367 C[N+](C)(C)CCOP(=O)(O)Oc1ccc(N)cc1>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_57496
AKRT014370 C[N+](C)(C)CCOP(=O)(O)Oc1ccc([N+](=O)[O-])cc1>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_55792
AKRT014371 C[N+](C)(C)CCOP(=O)(O)Oc1ccc([N+](=O)[O-])cc1>>C[N+](C)(C)CCOP(=O)(O)O.O=[N+]([O-])c1ccc(O)cc1 None
AKRT014558 C[SAH].CN(C)CCOP(=O)(O)O>>C[N+](C)(C)CCOP(=O)(O)O enzymemap_25710
AKRT014588 C[SAH].C[SAH].C[SAH].NCCOP(=O)(O)O>>C[N+](C)(C)CCOP(=O)(O)O 32291