P-hydroxyphenylglyoxalaldoxime - Compound Card

P-hydroxyphenylglyoxalaldoxime

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P-hydroxyphenylglyoxalaldoxime

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Phenolic
    • Subclass: Aromatic Oxime
Canonical Smiles O/N=C/C(=O)c1ccc(cc1)O
InChI InChI=1S/C8H7NO3/c10-7-3-1-6(2-4-7)8(11)5-9-12/h1-5,10,12H/b9-5+
InChIKey QIMBQAFHVVTXTD-WEVVVXLNSA-N
Formula C8H7NO3
HBA 4
HBD 2
MW 165.15
Rotatable Bonds 2
TPSA 69.89
LogP 1.03
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 12
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 165.04
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Penicillium sp. Trichocomaceae Fungi 5081
2 Penicillium sp. Trichocomaceae Fungi 5081

Showing of synonyms

  • Jouda JB, Mawabo IK, et al. (2016). Anti-mycobacterial activity of polyketides from Penicillium sp. endophyte isolated from Garcinia nobilis against Mycobacteriumsmegmatis.. International journal of mycobacteriology,2016, 5(2), 192-196. [View] [PubMed]
  • Jouda JB, Tamokou JD, et al. (2016). Anticancer and antibacterial secondary metabolites from the endophytic fungus Penicillium sp. CAM64 against multi-drug resistant Gram-negative bacteria.. African health sciences,2016, 16(3), 734-743. [View] [PubMed]
Pubchem: 9614328
Nmrshiftdb2: 70076144

No compound-protein relationship available.

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 165.15 g/mol

Antibacterial
Anticancer

Absorption

Caco-2 (logPapp)
-4.63
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.930
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.63

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.380
Plasma Protein Binding
38.87
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.420
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.360
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.680
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.520
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
4.000
Rat (Acute)
1.770
Rat (Chronic Oral)
2.110
Fathead Minnow
3.950
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
326.280
Hydration Free Energy
-14.170
Log(D) at pH=7.4
0.580
Log(P)
1.51
Log S
-1.89
Log(Vapor Pressure)
-5.13
Melting Point
222.36
pKa Acid
7.79
pKa Basic
3.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9635
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9555
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9504
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9472
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.9434
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9419
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9312
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9181
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.9057
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9056
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.8998
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8948
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8917
Coniferyl alcohol 9-O-methyltransferase A6XNE6 A6XNE6_9ROSI Linum nodiflorum 3 0.8905
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8869
Threonine synthase 1, chloroplastic Q9S7B5 THRC1_ARATH Arabidopsis thaliana 3 0.8848
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8825
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8823
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8816
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.8766
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8759
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.8682
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8659
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8600
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8497
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8494
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8471
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.8469
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8467
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8421
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8382
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.8367
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8338
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8316
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8271
RNA-dependent RNA polymerase Q6A562 Q6A562_9VIRU Thosea asigna virus 3 0.8268
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8246
Beta-galactoside alpha-2,6-sialyltransferase 1 P15907 SIAT1_HUMAN Homo sapiens 4 0.8221
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.8170
Prenyltransferase Q4R2T2 Q4R2T2_STRC1 Streptomyces sp 3 0.8139
Chloramphenicol 3-O phosphotransferase Q56148 CPT_STRVP Streptomyces venezuelae 3 0.8036
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7992
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7843
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7792
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 4 0.7758
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7752
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7737
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7721
Oxygen-insensitive NAD(P)H nitroreductase P38489 NFSB_ECOLI Escherichia coli 3 0.7669
Agglutinin alpha chain P18674 LECA_MACPO Maclura pomifera 3 0.7635
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7579
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7542
Myosin heavy chain, striated muscle P24733 MYS_ARGIR Argopecten irradians 3 0.7523
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 3 0.7495
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7493
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7483
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7478
Phosphoglycerate kinase 1 P00558 PGK1_HUMAN Homo sapiens 3 0.7455
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7437
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7414
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7409
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7400
Adenosine monophosphate-protein transferase Q8ZVF7 Q8ZVF7_PYRAE Pyrobaculum aerophilum 3 0.7400
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7389
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7388
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7386
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7384
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7382
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7370
S-methyl-5'-thioadenosine phosphorylase I0B503 I0B503_SCHMA Schistosoma mansoni 3 0.7356
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7351
Petrobactin biosynthesis protein AsbB Q81RQ8 Q81RQ8_BACAN Bacillus anthracis 3 0.7349
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7344
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7342
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7340
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7338
Virulence sensor histidine kinase PhoQ P0DM80 PHOQ_SALTY Salmonella typhimurium 3 0.7336
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7323
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7318
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7317
Flavin reductase like domain-containing protein Q4UKE8 Q4UKE8_RICFE Rickettsia felis 3 0.7317
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7299
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7286
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8ZMF7 ISPF_SALTY Salmonella typhimurium 3 0.7285
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7255
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7254
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7250
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.7245
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7240
Phosphoglycerate kinase Q83AU6 PGK_COXBU Coxiella burnetii 3 0.7218
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7217
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7204
Thymidylate synthase Q4JQW2 TYSY_VZVO Varicella-zoster virus 3 0.7203
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7187
Uridine phosphorylase P0A1F6 UDP_SALTY Salmonella typhimurium 3 0.7169
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7168
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 2 0.7160
Aurora kinase A O14965 AURKA_HUMAN Homo sapiens 3 0.7155
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7154
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7153
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 3 0.7145
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 2 0.7137
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7126
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7118
LD-carboxypeptidase A0A6L8PVW7 A0A1Q4LWC0_BACAN Bacillus anthracis 3 0.7116
7-methylguanosine phosphate-specific 5'-nucleotidase Q9W197 5NT3B_DROME Drosophila melanogaster 3 0.7116
Ribonuclease TTHA0252 Q5SLP1 RNSE_THET8 Thermus thermophilus 3 0.7113
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.7104
AcsD Q93AT8 Q93AT8_DICCH Dickeya chrysanthemi 3 0.7102
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7078
Cytochrome P450 2A6 P11509 CP2A6_HUMAN Homo sapiens 3 0.7061
Deoxynucleoside triphosphate triphosphohydrolase SAMHD1 Q9Y3Z3 SAMH1_HUMAN Homo sapiens 2 0.7056
Ras-related protein Rap-1b P61224 RAP1B_HUMAN Homo sapiens 3 0.7052
GMP reductase 2 Q9P2T1 GMPR2_HUMAN Homo sapiens 3 0.7050
histidine kinase Q9WZV7 Q9WZV7_THEMA Thermotoga maritima 3 0.7048
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 3 0.7048
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7044
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7042
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7039
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7039
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7038
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7036
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7029
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7025
Ribonuclease 4 P15468 RNAS4_PIG Sus scrofa 2 0.7020
Ethylene receptor 1 P49333 ETR1_ARATH Arabidopsis thaliana 3 0.7010
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7009
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7001

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