Molecule

2-Aminobenzoic acid

AlkaPlorer ID: AK000570

Synonym: Anthranilic acid, Vitamin L1

IUPAC Name: 2-aminobenzoate

Structure

SMILES: NC1=CC=CC=C1C(=O)[O-]

InChI: InChI=1S/C7H7NO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H,9,10)/p-1

InChIKey: RWZYAGGXGHYGMB-UHFFFAOYSA-M

Reference

Isolation and Crystal Structure of a new Anthraquinone Derivative from Actinomycete

PubChem CID: 5459842

CAS: 118-92-3

LOTUS: LTS0061170

SuperNatural Ⅲ: SN0337503

NPASS: NPC165951

COCONUT: CNP0152283

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Thymus vulgaris	Thymus	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
None	None	None	None	None	None	Fungi	Eukaryota
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Thymus quinquecostatus	Thymus	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Saccharomyces cerevisiae	Saccharomyces	Saccharomycetaceae	Saccharomycetales	Saccharomycetes	Ascomycota	Fungi	Eukaryota
None	None	None	None	None	None	Fungi	Eukaryota

Properties Information

Molecule Weight: 136.13

TPSA？: 66.15

MolLogP？: -0.3677000000000001

Number of H-Donors: 1

Number of H-Acceptors: 3

RingCount: 1

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Candida albicans	Candida albicans	MIC	0.5	ug.mL-1	10.1021/acs.jnatprod.8b01056
Candida albicans	Candida albicans	Ratio	1.0	None	10.1021/acs.jnatprod.8b01056
Homo sapiens	Aldehyde dehydrogenase 1A1	Potency	35481.3	nM	None
Homo sapiens	Bile acid receptor FXR	Potency	89.1	nM	None
Homo sapiens	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Potency	31622.8	nM	None
Homo sapiens	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	Potency	39810.7	nM	None
Homo sapiens	Gamma-amino-N-butyrate transaminase	IC50	5000000.0	nM	10.1016/j.bmcl.2007.10.060
Homo sapiens	Gamma-amino-N-butyrate transaminase	Relative stimulatory activity	0.0	%	10.1016/j.bmcl.2007.10.060
Homo sapiens	HEK293	Activity	46.9	%	10.1016/j.bmc.2017.03.024
Homo sapiens	HEK293	IC50	15000000.0	nM	10.1016/j.bmc.2017.03.024
Homo sapiens	Histone deacetylase	Activity	100.0	%	10.1016/j.bmc.2009.05.042
Homo sapiens	Lymphoblastoid cell	Potency	15.8	nM	None
Homo sapiens	Nuclear factor erythroid 2-related factor 2	Potency	74978.0	nM	None
Homo sapiens	Nuclear receptor ROR-gamma	Potency	16785.5	nM	None
Homo sapiens	Pendrin	Activity	nan	None	10.1016/j.bmc.2017.03.024
Plasmodium falciparum	Plasmodium falciparum	Potency	1901.2	nM	None
Rattus norvegicus	Peripheral myelin protein 22	Potency	10181.5	nM	None
Rattus norvegicus	Rattus norvegicus	pLD50	8.6	None	10.1007/s00044-009-9162-3
None	No relevant target	LogD	0.51	None	10.1021/jm00096a014
None	No relevant target	LogP	-2.12	None	10.1021/jm00390a002
None	No relevant target	LogP	-1.15	None	10.1021/jm00390a002
None	No relevant target	LogP	-1.1	None	10.1021/jm00390a002
None	No relevant target	LogP	-0.4	None	10.1021/jm00390a002
None	No relevant target	LogP	-0.072	None	10.1007/s00044-009-9162-3
None	No relevant target	LogP	1.21	None	10.1021/jm00390a002
None	No relevant target	LogP	1.43	None	10.1021/jm00390a002
None	Unchecked	Ac50	7.943	uM	None
None	Unchecked	AC50	7943.3	nM	None
None	Unchecked	IC50	4720.0	nM	10.1016/j.ejmech.2021.113744
None	Unchecked	IC50	5150.0	nM	10.1016/j.ejmech.2021.113744

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT001583	C1=NCCC1.Nc1ccccc1C(=O)O>>O[C@@H]1CCN2Cc3ccccc3N=C12	R08477
AKRT001673	C=C(O[C@@H]1C=C(C(=O)O)C=C[C@H]1O)C(=O)O>>Nc1ccccc1C(=O)O	ANTHRANSYN-RXN
AKRT001675	C=C(O[C@H]1C=CC=C(C(=O)O)[C@@H]1N)C(=O)O>>Nc1ccccc1C(=O)O	55680
AKRT002161	CC(=O)C(=O)O.Nc1ccccc1C(=O)O>>C=C(O[C@@H]1C=C(C(=O)O)C=C[C@H]1O)C(=O)O	MNXR152987
AKRT004051	CC(=O)Nc1ccccc1C(=O)O>>Nc1ccccc1C(=O)O	enzymemap_78153
AKRT004745	CC(=O)[CoA].Nc1ccccc1C(=O)O>>CC(=O)Nc1ccccc1C(=O)O	28550
AKRT008097	CCCCCCCC(=O)Nc1ccccc1C(=O)O>>Nc1ccccc1C(=O)O	60356
AKRT009619	CCN(CC)c1ccc(/N=N/c2ccccc2C(=O)O)cc1>>Nc1ccccc1C(=O)O	enzymemap_24342
AKRT010418	CN(C)c1ccc(/N=N/c2ccccc2C(=O)O)cc1>>Nc1ccccc1C(=O)O	RXN0-5375
AKRT010420	CN(C)c1ccc(/N=N\c2ccccc2C(=O)O)cc1>>Nc1ccccc1C(=O)O	enzymemap_24430
AKRT010424	CN(C)c1ccc(N)cc1.Nc1ccccc1C(=O)O>>CN(C)c1ccc(N=Nc2ccccc2C(=O)O)cc1	enzymemap_24421
AKRT010428	CN(C)c1ccc(N=Nc2ccccc2C(=O)O)cc1>>Nc1ccccc1C(=O)O	MNXR131140
AKRT011157	COC(=O)c1ccccc1N>>Nc1ccccc1C(=O)O	enzymemap_51255
AKRT011481	COc1cc(/C=C/C(=O)[32S])cc(OC)c1O.Nc1ccccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc(OC)c1O	None
AKRT011489	COc1cc(/C=C/C(=O)[32S])ccc1O.Nc1ccccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2ccccc2C(=O)O)ccc1O	None
AKRT011496	COc1cc(/C=C/C(=O)[CoA])cc(OC)c1O.Nc1ccccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc(OC)c1O	enzymemap_28877
AKRT011498	COc1cc(/C=C/C(=O)[CoA])cc(OC)c1OC.Nc1ccccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc(OC)c1OC	enzymemap_28861
AKRT011516	COc1cc(/C=C/C(=O)[CoA])ccc1O.Nc1ccccc1C(=O)O>>COc1cc(/C=C/C(=O)Nc2ccccc2C(=O)O)ccc1O	enzymemap_28875
AKRT011746	COc1ccc(/C=C/C(=O)[32S])cc1.Nc1ccccc1C(=O)O>>COc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc1	None
AKRT011747	COc1ccc(/C=C/C(=O)[32S])cc1O.Nc1ccccc1C(=O)O>>COc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc1O	None
AKRT011748	COc1ccc(/C=C/C(=O)[CoA])c(OC)c1.Nc1ccccc1C(=O)O>>COc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)c(OC)c1	enzymemap_28855
AKRT011749	COc1ccc(/C=C/C(=O)[CoA])cc1.Nc1ccccc1C(=O)O>>COc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc1	enzymemap_28870
AKRT011751	COc1ccc(/C=C/C(=O)[CoA])cc1O.Nc1ccccc1C(=O)O>>COc1ccc(/C=C/C(=O)Nc2ccccc2C(=O)O)cc1O	enzymemap_28865
AKRT011808	COc1ccc(C[C@H](N)C(=O)O)cc1.C[SAH].Nc1ccccc1C(=O)O>>COc1ccc(C[C@H]2C(=O)Nc3ccccc3C(=O)N2C)cc1	RXN-16979
AKRT011832	COc1ccc(OC)c(/C=C/C(=O)[CoA])c1.Nc1ccccc1C(=O)O>>COc1ccc(OC)c(/C=C/C(=O)Nc2ccccc2C(=O)O)c1	enzymemap_28857
AKRT011935	COc1cccc(/C=C/C(=O)[CoA])c1OC.Nc1ccccc1C(=O)O>>COc1cccc(/C=C/C(=O)Nc2ccccc2C(=O)O)c1OC	enzymemap_28854
AKRT011939	COc1cccc(C=CC(=O)[32S])c1.Nc1ccccc1C(=O)O>>COc1cccc(C=CC(=O)Nc2ccccc2C(=O)O)c1	None
AKRT011941	COc1cccc(C=CC(=O)[CoA])c1.Nc1ccccc1C(=O)O>>COc1cccc(C=CC(=O)Nc2ccccc2C(=O)O)c1	enzymemap_28867
AKRT012659	C[33S].Nc1ccccc1C(=O)O>>COC(=O)c1ccccc1N	None
AKRT013573	C[C@H](N)C(=O)O.N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O.Nc1ccccc1C(=O)O>>C[C@@H]1C(=O)N[C@@H](Cc2c[nH]c3ccccc23)c2nc3ccccc3c(=O)n21	RXN-15762
AKRT013574	C[C@H](N)C(=O)O.N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O.Nc1ccccc1C(=O)O>>C[C@@H]1NC(=O)[C@@H](Cc2c[nH]c3ccccc23)n2c1nc1ccccc1c2=O	RXN-15746
AKRT014687	C[SAH].N[C@@H](Cc1ccccc1)C(=O)O.Nc1ccccc1C(=O)O>>CN1C(=O)c2ccccc2NC(=O)[C@@H]1Cc1ccccc1	RXN-13989
AKRT014703	C[SAH].Nc1ccccc1C(=O)O>>CNc1ccccc1C(=O)O	ANTHRANILATE-N-METHYLTRANSFERASE-RXN
AKRT014704	C[SAH].Nc1ccccc1C(=O)O>>COC(=O)c1ccccc1N	RXN-14453
AKRT015420	Cc1ncc(C[n+]2csc(CCO)c2C)c(N)n1.Nc1ccccc1C(=O)O>>Cc1ncc(CNc2ccccc2C(=O)O)c(N)n1	enzymemap_40276
AKRT015797	N#Cc1ccccc1N>>Nc1ccccc1C(=O)O	enzymemap_79379
AKRT017282	NC(=O)c1ccccc1N>>Nc1ccccc1C(=O)O	enzymemap_77372
AKRT019754	N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O.Nc1ccccc1C(=O)O.Nc1ccccc1C(=O)O>>O=C1N[C@@H](Cc2c[nH]c3ccccc23)c2nc3ccccc3c(=O)n2-c2ccccc21	RXN-15797
AKRT019755	N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O.Nc1ccccc1C(=O)O.Nc1ccccc1C(=O)O>>O=C1Nc2ccccc2-c2nc3ccccc3c(=O)n2[C@H]1Cc1c[nH]c2ccccc12	RXN-15798
AKRT019756	N[C@@H](Cc1c[nH]c2ccccc12)C(=O)O.Nc1ccccc1C(=O)O>>O=C1N[C@H](Cc2c[nH]c3ccccc23)C(=O)Nc2ccccc21	RXN-15667
AKRT020691	Nc1ccccc1C(=O)/C=C/C=C(\O)C(=O)O>>Nc1ccccc1C(=O)O	enzymemap_80900
AKRT020692	Nc1ccccc1C(=O)/C=C\C=C(\O)C(=O)O>>Nc1ccccc1C(=O)O	RXN-11543
AKRT020728	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>C[C@H](N)C(=O)O.Nc1ccccc1C(=O)O	None
AKRT020733	Nc1ccccc1C(=O)C[C@H](N)C(=O)O>>Nc1ccccc1C(=O)O	KYNURENINASE-RXN
AKRT020746	Nc1ccccc1C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ccccc1C(=O)OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O	70007
AKRT020747	Nc1ccccc1C(=O)O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ccccc1C(=O)[32S].Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT020748	Nc1ccccc1C(=O)O.O=C(O)CC(=O)[CoA]>>O=C(O)CC(=O)Nc1ccccc1C(=O)O	ANTHRANILATE-N-MALONYLTRANSFERASE-RXN
AKRT020749	Nc1ccccc1C(=O)O.O=C([32S])/C=C/c1ccc(O)cc1>>O=C(/C=C/c1ccc(O)cc1)Nc1ccccc1C(=O)O	None
AKRT020750	Nc1ccccc1C(=O)O.O=C([32S])/C=C/c1cccc(O)c1>>O=C(/C=C/c1cccc(O)c1)Nc1ccccc1C(=O)O	None
AKRT020751	Nc1ccccc1C(=O)O.O=C([32S])/C=C/c1ccccc1>>O=C(/C=C/c1ccccc1)Nc1ccccc1C(=O)O	None
AKRT020752	Nc1ccccc1C(=O)O.O=C([32S])/C=C/c1ccccc1O>>O=C(/C=C/c1ccccc1O)Nc1ccccc1C(=O)O	None
AKRT020753	Nc1ccccc1C(=O)O.O=C([32S])c1ccccc1>>O=C(Nc1ccccc1C(=O)O)c1ccccc1	None
AKRT020754	Nc1ccccc1C(=O)O.O=C([CoA])c1ccccc1>>O=C(Nc1ccccc1C(=O)O)c1ccccc1	ANTHRANILATE-N-BENZOYLTRANSFERASE-RXN
AKRT020755	Nc1ccccc1C(=O)O.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)c1ccccc1N[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	PRTRANS-RXN
AKRT020756	Nc1ccccc1C(=O)O.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>Nc1ccccc1C(=O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O	RXN-11853
AKRT020757	Nc1ccccc1C(=O)O>>*C(=O)c1ccccc1N	RXN-23195
AKRT020758	Nc1ccccc1C(=O)O>>Nc1c(O)cccc1C(=O)O	RXN-10724
AKRT020759	Nc1ccccc1C(=O)O>>Nc1ccc(O)cc1C(=O)O	enzymemap_11794
AKRT020760	Nc1ccccc1C(=O)O>>Nc1ccccc1	RXN-7927
AKRT020761	Nc1ccccc1C(=O)O>>Nc1ccccc1C(=O)[CoA]	AMINOBENZCOALIG-RXN
AKRT020762	Nc1ccccc1C(=O)O>>Nc1ccccc1O	enzymemap_11591
AKRT020763	Nc1ccccc1C(=O)O>>O=C(O)c1cccc(O)c1O	R00980
AKRT020764	Nc1ccccc1C(=O)O>>O=C=O	1.14.12.1-RXN
AKRT020765	Nc1ccccc1C(=O)O>>Oc1ccccc1O	1.14.12.1-RXN
AKRT020768	Nc1ccccc1C(=O)[32S]>>Nc1ccccc1C(=O)O	None
AKRT020772	Nc1ccccc1C(=O)[CoA]>>Nc1ccccc1C(=O)O	enzymemap_54862
AKRT020774	Nc1ccccc1C=O>>Nc1ccccc1C(=O)O	RXN-15191
AKRT022457	O=C(Cc1ccccc1)Nc1ccccc1C(=O)O>>Nc1ccccc1C(=O)O	enzymemap_76135
AKRT022714	O=C(O)CC(=O)[CoA].Nc1ccccc1C(=O)O>>O=C(O)CC(=O)Nc1ccccc1C(=O)O	enzymemap_28477
AKRT023363	O=C(O)c1ccccc1NO>>Nc1ccccc1C(=O)O	RXN-8848
AKRT023364	O=C(O)c1ccccc1N[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ccccc1C(=O)O	R01073
AKRT023365	O=C(O)c1ccccc1N[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ccccc1C(=O)O.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O	None
AKRT023421	O=C([CoA])/C=C/c1ccc(O)c(O)c1.Nc1ccccc1C(=O)O>>O=C(/C=C/c1ccc(O)c(O)c1)Nc1ccccc1C(=O)O	enzymemap_28872
AKRT023433	O=C([CoA])/C=C/c1ccc(O)cc1.Nc1ccccc1C(=O)O>>O=C(/C=C/c1ccc(O)cc1)Nc1ccccc1C(=O)O	enzymemap_28847
AKRT023435	O=C([CoA])/C=C/c1cccc(O)c1.Nc1ccccc1C(=O)O>>O=C(/C=C/c1cccc(O)c1)Nc1ccccc1C(=O)O	enzymemap_28864
AKRT023441	O=C([CoA])/C=C/c1ccccc1.Nc1ccccc1C(=O)O>>O=C(/C=C/c1ccccc1)Nc1ccccc1C(=O)O	enzymemap_28851
AKRT023443	O=C([CoA])/C=C/c1ccccc1O.Nc1ccccc1C(=O)O>>O=C(/C=C/c1ccccc1O)Nc1ccccc1C(=O)O	enzymemap_28859
AKRT023472	O=C([CoA])c1ccccc1.Nc1ccccc1C(=O)O>>O=C(Nc1ccccc1C(=O)O)c1ccccc1	enzymemap_28846
AKRT023478	O=C([CoA])c1ccccc1O.Nc1ccccc1C(=O)O>>O=C(Nc1ccccc1C(=O)O)c1ccccc1O	enzymemap_28850
AKRT023734	O=CNc1ccccc1C(=O)O>>Nc1ccccc1C(=O)O	R00988
AKRT024865	Oc1[nH]c2ccccc2c1O>>Nc1ccccc1C(=O)O	R00983
AKRT024938	[CoA].Nc1ccccc1C(=O)O>>Nc1ccccc1C(=O)[CoA]	enzymemap_89570