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4-Nitrobenzaldehyde

AlkaPlorer ID: AK307818

Synonym: None

IUPAC Name: 4-nitrobenzaldehyde

Structure

SMILES: O=CC1=CC=C([N+](=O)[O-])C=C1

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InChI: InChI=1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H

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InChIKey: BXRFQSNOROATLV-UHFFFAOYSA-N

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Reference

PubChem CID: 541

CAS: 555-16-8

SuperNatural Ⅲ: SN0038282

Source

Species Genus Family Order Class Phylum Kingdom Domain
Lepista diemii Lepista Clitocybaceae Agaricales Agaricomycetes Basidiomycota Fungi Eukaryota

Properties Information

Molecule Weight: 151.121

TPSA？: 60.21

MolLogP？: 1.4073

Number of H-Donors: 0

Number of H-Acceptors: 3

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Homo sapiens Aldehyde dehydrogenase dimeric NADP-preferring Kcat 359.0 /min 10.1021/acs.jmedchem.1c01367
Homo sapiens Aldehyde dehydrogenase dimeric NADP-preferring Km 31000.0 nM 10.1021/acs.jmedchem.1c01367
Homo sapiens Myeloperoxidase Inhibition nan % 10.1021/acsmedchemlett.6b00417
Leishmania amazonensis Leishmania amazonensis IC50 100000.0 nM 10.1021/acsmedchemlett.1c00193
Leishmania amazonensis Leishmania amazonensis IC50 nan None 10.1021/acsmedchemlett.1c00193
Leishmania infantum Leishmania infantum IC50 100000.0 nM 10.1021/acsmedchemlett.1c00193
Mus musculus B16-F10 IC50 70740.0 nM 10.1016/j.ejmech.2018.11.026
Mus musculus GABA transporter 1 Activity 65.0 % 10.1016/j.bmc.2019.05.001
Mus musculus GABA transporter 1 Activity 92.0 % 10.1016/j.bmc.2019.02.015
Mus musculus GABA transporter 1 Activity 113.0 % 10.1021/acs.jmedchem.8b01602
Mus musculus Mus musculus Activity 3.39 mg 10.1016/j.bmc.2007.05.013
Mus musculus Peritoneal macrophage CC50 nan None 10.1021/acsmedchemlett.1c00193
Salmonella enterica subsp. enterica serovar Typhimurium Salmonella typhimurium Activity -1.64 None 10.1021/jm00106a046
None No relevant target Activity -0.58 V 10.1021/acsmedchemlett.1c00193
None No relevant target LogP 1.56 None 10.1021/jm00106a046
None Unchecked Activity 3.5 % 10.1016/j.bmcl.2019.02.025

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT001249 C#N.O=Cc1ccc([N+](=O)[O-])cc1>>N#C[C@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_82308
AKRT002167 CC(=O)C(=O)O.O=Cc1ccc([N+](=O)[O-])cc1>>O=C(O)C(=O)/C=C/c1ccc([N+](=O)[O-])cc1 enzymemap_82845
AKRT002255 CC(=O)CO.O=Cc1ccc([N+](=O)[O-])cc1>>CC(=O)[C@H](O)[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73571
AKRT002257 CC(=O)COCc1ccccc1.O=Cc1ccc([N+](=O)[O-])cc1>>CC(=O)[C@H](OCc1ccccc1)[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73570
AKRT004829 CC(C)(C)OC(=O)N1CCC(=O)CC1.O=Cc1ccc([N+](=O)[O-])cc1>>CC(C)(C)OC(=O)N1CCC(=O)C(C(O)c2ccc([N+](=O)[O-])cc2)C1 enzymemap_72455
AKRT004830 CC(C)(C)OC(=O)N1CCC(=O)CC1.O=Cc1ccc([N+](=O)[O-])cc1>>CC(C)(C)OC(=O)N1CCC(=O)[C@H]([C@@H](O)c2ccc([N+](=O)[O-])cc2)C1 enzymemap_73577
AKRT005339 CC(C)=O.O=Cc1ccc([N+](=O)[O-])cc1>>CC(=O)C[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73576
AKRT011167 COC(C=O)OC.O=Cc1ccc([N+](=O)[O-])cc1>>COC(OC)[C@@H](O)C(=O)c1ccc([N+](=O)[O-])cc1 enzymemap_82710
AKRT011207 COCC(C)=O.O=Cc1ccc([N+](=O)[O-])cc1>>CO[C@@H](C(C)=O)[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73572
AKRT014257 C[N+](=O)[O-].O=Cc1ccc([N+](=O)[O-])cc1>>O=[N+]([O-])C[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_82948
AKRT017739 NCC(=O)O.O=Cc1ccc([N+](=O)[O-])cc1>>N[C@@H](C(=O)O)C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_82812
AKRT017740 NCC(=O)O.O=Cc1ccc([N+](=O)[O-])cc1>>N[C@@H](C(=O)O)[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_82774
AKRT018541 NCc1ccc([N+](=O)[O-])cc1>>O=Cc1ccc([N+](=O)[O-])cc1 enzymemap_22555
AKRT018566 N[C@@H](C(=O)O)C(O)c1ccc([N+](=O)[O-])cc1>>NCC(=O)O.O=Cc1ccc([N+](=O)[O-])cc1 None
AKRT018567 N[C@@H](C(=O)O)C(O)c1ccc([N+](=O)[O-])cc1>>O=Cc1ccc([N+](=O)[O-])cc1 enzymemap_82812
AKRT018589 N[C@@H](C(=O)O)[C@@H](O)c1ccc([N+](=O)[O-])cc1>>O=Cc1ccc([N+](=O)[O-])cc1 enzymemap_82774
AKRT022411 O=C(CO)CO.O=Cc1ccc([N+](=O)[O-])cc1>>O=C(CO)[C@H](O)[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73569
AKRT022622 O=C(O)C(=O)c1ccc([N+](=O)[O-])cc1>>O=Cc1ccc([N+](=O)[O-])cc1 enzymemap_81966
AKRT023326 O=C(O)c1ccc([N+](=O)[O-])cc1>>O=Cc1ccc([N+](=O)[O-])cc1 retrobiocat_129
AKRT023520 O=C1CCCC1.O=Cc1ccc([N+](=O)[O-])cc1>>O=C1CCC[C@H]1[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73574
AKRT023529 O=C1CCCCC1.O=Cc1ccc([N+](=O)[O-])cc1>>O=C1CCCC[C@H]1[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73573
AKRT023545 O=C1CCOCC1.O=Cc1ccc([N+](=O)[O-])cc1>>O=C1CCOC[C@H]1[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73575
AKRT023546 O=C1CCSCC1.O=Cc1ccc([N+](=O)[O-])cc1>>O=C1CCSC[C@H]1[C@@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_73578
AKRT023757 O=Cc1ccc([N+](=O)[O-])cc1.O=Cc1ccc([N+](=O)[O-])cc1>>O=C(c1ccc([N+](=O)[O-])cc1)[C@H](O)c1ccc([N+](=O)[O-])cc1 enzymemap_82718
AKRT023758 O=Cc1ccc([N+](=O)[O-])cc1>>C[C@H](O)c1ccc([N+](=O)[O-])cc1 retrobiocat_54
AKRT023759 O=Cc1ccc([N+](=O)[O-])cc1>>NCc1ccc([N+](=O)[O-])cc1 retrobiocat_1179
AKRT023760 O=Cc1ccc([N+](=O)[O-])cc1>>O=C(O)c1ccc([N+](=O)[O-])cc1 enzymemap_9282
AKRT023761 O=Cc1ccc([N+](=O)[O-])cc1>>O=[N+]([O-])c1ccc(CO)cc1 enzymemap_417
AKRT023919 O=[N+]([O-])C[C@@H](O)c1ccc([N+](=O)[O-])cc1>>O=Cc1ccc([N+](=O)[O-])cc1 enzymemap_82948
AKRT023922 O=[N+]([O-])c1ccc(CO)cc1>>O=Cc1ccc([N+](=O)[O-])cc1 enzymemap_20