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2-Amino-3-hydroxybenzoic acid

AlkaPlorer ID: AK000233

Synonym: 3-Hydroxyanthranilic acid

IUPAC Name: 2-amino-3-carboxyphenolate

Structure

SMILES: NC1=C(C(=O)O)C=CC=C1[O-]

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InChI: InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)/p-1

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InChIKey: WJXSWCUQABXPFS-UHFFFAOYSA-M

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Properties Information

Molecule Weight: 152.12899999999996

TPSA？: 86.38000000000001

MolLogP？: 0.0405999999999999

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Caspase-6 AC50 1590.0 nM None
Homo sapiens Caspase-7 AC50 6140.0 nM None
Homo sapiens Caspase-9 AC50 70000.0 nM None
Homo sapiens DNA polymerase iota Potency 39810.7 nM None
Homo sapiens DNA polymerase kappa Potency 56234.1 nM None
Homo sapiens Glucose-6-phosphate 1-dehydrogenase IC50 24000.0 nM None
Homo sapiens Glutaminase kidney isoform, mitochondrial Potency 35481.3 nM None
Homo sapiens HEK293 Activity nan None 10.1073/pnas.0709261104
Homo sapiens Isocitrate dehydrogenase [NADP] cytoplasmic Potency 50118.7 nM None
Homo sapiens Jurkat Activity nan None 10.1073/pnas.0709261104
Homo sapiens Lysine-specific demethylase 4A Potency 56234.1 nM None
Homo sapiens Nuclear factor erythroid 2-related factor 2 Potency 20596.2 nM None
Homo sapiens Pyruvate dehydrogenase kinase isoform 1 Activity nan None 10.1073/pnas.0709261104
Homo sapiens T-cell-specific surface glycoprotein CD28 Activity nan None 10.1073/pnas.0709261104
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 Potency 29092.9 nM None
Mus musculus Mus musculus Activity 10.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 66.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 88.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 91.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 141.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 144.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 147.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 153.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 219.0 pg/ml 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 11000.0 None 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 58000.0 None 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 84000.0 None 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 155000.0 None 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity 190000.0 None 10.1073/pnas.0709261104
Mus musculus Mus musculus Activity nan None 10.1073/pnas.0709261104
Mus musculus RAW264.7 Activity nan None 10.1073/pnas.0709261104
Mycobacterium tuberculosis Protein RecA EC50 5430.0 nM None
Mycobacterium tuberculosis Replicative DNA helicase AC50 27170.0 nM None
Mycobacterium tuberculosis Replicative DNA helicase AC50 380000.0 nM None
Plasmodium berghei Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase IC50 1440.0 nM None
Plasmodium berghei Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase IC50 40900.0 nM None
Plasmodium berghei Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase IC50 80000.0 nM None
Rattus norvegicus Thioredoxin reductase 1, cytoplasmic Potency 79432.8 nM None
Simian virus 40 Large T antigen IC50 20090.0 nM None
None Dendritic cell Activity nan None 10.1073/pnas.0709261104
None NON-PROTEIN TARGET Activity nan None 10.1073/pnas.0709261104
None Unchecked Activity 0.1 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 1.0 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 1.15 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 1.7 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 1.8 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 2.0 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 2.37 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 3.24 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 4.3 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 4.88 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 6.7 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 7.77 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 11.5 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 14.9 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity 29.7 ng/ml 10.1073/pnas.0709261104
None Unchecked Activity nan None 10.1073/pnas.0709261104
None Unchecked IC50 7180.0 nM None
None Unchecked Potency 7079.5 nM None

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT011476 COc1cc(/C=C/C(=O)Oc2cccc(C(=O)O)c2N)cc(OC)c1O>>COc1cc(/C=C/C(=O)[32S])cc(OC)c1O.Nc1c(O)cccc1C(=O)O None
AKRT011477 COc1cc(/C=C/C(=O)Oc2cccc(C(=O)O)c2N)cc(OC)c1O>>Nc1c(O)cccc1C(=O)O enzymemap_28671
AKRT011479 COc1cc(/C=C/C(=O)[32S])cc(OC)c1O.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2c(O)cccc2C(=O)O)cc(OC)c1O None
AKRT011480 COc1cc(/C=C/C(=O)[32S])cc(OC)c1O.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Oc2cccc(C(=O)O)c2N)cc(OC)c1O None
AKRT011486 COc1cc(/C=C/C(=O)[32S])ccc1O.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2c(O)cccc2C(=O)O)ccc1O None
AKRT011487 COc1cc(/C=C/C(=O)[32S])ccc1O.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Oc2cccc(C(=O)O)c2N)ccc1O None
AKRT011494 COc1cc(/C=C/C(=O)[CoA])cc(OC)c1O.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2c(O)cccc2C(=O)O)cc(OC)c1O enzymemap_28876
AKRT011495 COc1cc(/C=C/C(=O)[CoA])cc(OC)c1O.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Oc2cccc(C(=O)O)c2N)cc(OC)c1O enzymemap_28671
AKRT011497 COc1cc(/C=C/C(=O)[CoA])cc(OC)c1OC.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2c(O)cccc2C(=O)O)cc(OC)c1OC enzymemap_28860
AKRT011513 COc1cc(/C=C/C(=O)[CoA])ccc1O.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2c(O)cccc2C(=O)O)ccc1O enzymemap_28874
AKRT011514 COc1cc(/C=C/C(=O)[CoA])ccc1O.Nc1c(O)cccc1C(=O)O>>COc1cc(/C=C/C(=O)Oc2cccc(C(=O)O)c2N)ccc1O enzymemap_28669
AKRT011752 COc1ccc(/C=C/C(=O)[CoA])cc1OC.Nc1c(O)cccc1C(=O)O>>COc1ccc(/C=C/C(=O)Nc2c(O)cccc2C(=O)O)cc1OC enzymemap_28862
AKRT011831 COc1ccc(OC)c(/C=C/C(=O)[CoA])c1.Nc1c(O)cccc1C(=O)O>>COc1ccc(OC)c(/C=C/C(=O)Nc2c(O)cccc2C(=O)O)c1 enzymemap_28856
AKRT011934 COc1cccc(/C=C/C(=O)[CoA])c1OC.Nc1c(O)cccc1C(=O)O>>COc1cccc(/C=C/C(=O)Nc2c(O)cccc2C(=O)O)c1OC enzymemap_28853
AKRT011938 COc1cccc(C=CC(=O)[32S])c1.Nc1c(O)cccc1C(=O)O>>COc1cccc(C=CC(=O)Nc2c(O)cccc2C(=O)O)c1 None
AKRT011940 COc1cccc(C=CC(=O)[CoA])c1.Nc1c(O)cccc1C(=O)O>>COc1cccc(C=CC(=O)Nc2c(O)cccc2C(=O)O)c1 enzymemap_28866
AKRT014697 C[SAH].Nc1c(O)cccc1C(=O)O>>COc1cccc(C(=O)O)c1N R02671
AKRT014698 C[SAH].Nc1c(O)cccc1C(=O)O>>Cc1ccc(C(=O)O)c(N)c1O 2.1.1.97-RXN
AKRT015832 N/C(C(=O)O)=C(/C=C\C=O)C(=O)O>>Nc1c(O)cccc1C(=O)O None
AKRT020383 N[C@H]1C(C(=O)O)=CC=C[C@@H]1O>>Nc1c(O)cccc1C(=O)O RXN-23299
AKRT020524 Nc1c(O)cccc1C(=O)CC(N)C(=O)O>>CC(N)C(=O)O.Nc1c(O)cccc1C(=O)O None
AKRT020525 Nc1c(O)cccc1C(=O)CC(N)C(=O)O>>Nc1c(O)cccc1C(=O)O enzymemap_80972
AKRT020533 Nc1c(O)cccc1C(=O)C[C@H](N)C(=O)O>>C[C@H](N)C(=O)O.Nc1c(O)cccc1C(=O)O None
AKRT020537 Nc1c(O)cccc1C(=O)C[C@H](N)C(=O)O>>Nc1c(O)cccc1C(=O)O 3-HYDROXY-KYNURENINASE-RXN
AKRT020540 Nc1c(O)cccc1C(=O)O.Nc1c(O)cccc1C(=O)O>>Nc1c(C(=O)O)c2nc3c(C(=O)O)cccc3oc-2cc1=O R02670
AKRT020541 Nc1c(O)cccc1C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1c(O)cccc1C(=O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O RXN-23294
AKRT020542 Nc1c(O)cccc1C(=O)O.O=C([32S])/C=C/c1ccc(O)c(O)c1>>Nc1c(OC(=O)/C=C/c2ccc(O)c(O)c2)cccc1C(=O)O None
AKRT020543 Nc1c(O)cccc1C(=O)O.O=C([32S])/C=C/c1ccc(O)c(O)c1>>O=C(/C=C/c1ccc(O)c(O)c1)Nc1c(O)cccc1C(=O)O None
AKRT020544 Nc1c(O)cccc1C(=O)O.O=C([32S])/C=C/c1ccc(O)cc1>>Nc1c(OC(=O)/C=C/c2ccc(O)cc2)cccc1C(=O)O None
AKRT020545 Nc1c(O)cccc1C(=O)O.O=C([32S])/C=C/c1cccc(O)c1>>O=C(/C=C/c1cccc(O)c1)Nc1c(O)cccc1C(=O)O None
AKRT020546 Nc1c(O)cccc1C(=O)O.O=C([32S])/C=C/c1ccccc1>>Nc1c(OC(=O)/C=C/c2ccccc2)cccc1C(=O)O None
AKRT020547 Nc1c(O)cccc1C(=O)O.O=C([32S])/C=C/c1ccccc1>>O=C(/C=C/c1ccccc1)Nc1c(O)cccc1C(=O)O None
AKRT020548 Nc1c(O)cccc1C(=O)O.O=C([32S])/C=C/c1ccccc1O>>O=C(/C=C/c1ccccc1O)Nc1c(O)cccc1C(=O)O None
AKRT020549 Nc1c(O)cccc1C(=O)O>>N/C(C(=O)O)=C(/C=C\C=O)C(=O)O R02665
AKRT020550 Nc1c(O)cccc1C(=O)O>>N/C(C(=O)O)=C(\C=C\C=O)C(=O)O 1.13.11.6-RXN
AKRT020551 Nc1c(O)cccc1C(=O)O>>N=C1C(=O)C=CC=C1C(=O)O 3-HYDROXYANTHRANILATE-OXIDASE-RXN
AKRT020552 Nc1c(O)cccc1C(=O)O>>Nc1ccccc1O R02669
AKRT020553 Nc1c(O)cccc1C(=O)O>>O=C(O)c1cccnc1C(=O)O 32283
AKRT020554 Nc1c(O)cccc1C(=O)O>>O=C=O R02669
AKRT020758 Nc1ccccc1C(=O)O>>Nc1c(O)cccc1C(=O)O RXN-10724
AKRT021868 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O.Nc1c(O)cccc1C(=O)O>>Nc1c(O)cccc1C(=O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O enzymemap_49407
AKRT023362 O=C(O)c1ccccc1NO>>Nc1c(O)cccc1C(=O)O RXN-8846
AKRT023418 O=C([CoA])/C=C/c1ccc(O)c(O)c1.Nc1c(O)cccc1C(=O)O>>Nc1c(OC(=O)/C=C/c2ccc(O)c(O)c2)cccc1C(=O)O enzymemap_28665
AKRT023419 O=C([CoA])/C=C/c1ccc(O)c(O)c1.Nc1c(O)cccc1C(=O)O>>O=C(/C=C/c1ccc(O)c(O)c1)Nc1c(O)cccc1C(=O)O enzymemap_28871
AKRT023429 O=C([CoA])/C=C/c1ccc(O)cc1.Nc1c(O)cccc1C(=O)O>>Nc1c(OC(=O)/C=C/c2ccc(O)cc2)cccc1C(=O)O enzymemap_28672
AKRT023434 O=C([CoA])/C=C/c1cccc(O)c1.Nc1c(O)cccc1C(=O)O>>O=C(/C=C/c1cccc(O)c1)Nc1c(O)cccc1C(=O)O enzymemap_28863
AKRT023439 O=C([CoA])/C=C/c1ccccc1.Nc1c(O)cccc1C(=O)O>>Nc1c(OC(=O)/C=C/c2ccccc2)cccc1C(=O)O enzymemap_28667
AKRT023440 O=C([CoA])/C=C/c1ccccc1.Nc1c(O)cccc1C(=O)O>>O=C(/C=C/c1ccccc1)Nc1c(O)cccc1C(=O)O enzymemap_28873
AKRT023442 O=C([CoA])/C=C/c1ccccc1O.Nc1c(O)cccc1C(=O)O>>O=C(/C=C/c1ccccc1O)Nc1c(O)cccc1C(=O)O enzymemap_28858
AKRT023470 O=C([CoA])c1ccccc1.Nc1c(O)cccc1C(=O)O>>O=C(Nc1c(O)cccc1C(=O)O)c1ccccc1 enzymemap_28849