Mequinol - Compound Card

Mequinol

Select a section from the left sidebar

Mequinol

Structure
Zoomed Structure
  • Family: Trichocomaceae
  • Kingdom: Fungi
  • Class: Phenolic
Canonical Smiles COc1ccc(cc1)O
InChI InChI=1S/C7H8O2/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3
InChIKey NWVVVBRKAWDGAB-UHFFFAOYSA-N
Formula C7H8O2
HBA 2
HBD 1
MW 124.14
Rotatable Bonds 1
TPSA 29.46
LogP 1.4
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 9
Formal Charge 0
Fraction CSP3 0.14
Exact Mass 124.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus amstelodami Trichocomaceae Fungi 5054

Showing of synonyms

  • Elsbaey M, Sallam A, et al. (2019). Melanogenesis Inhibitors from the Endophytic Fungus Aspergillus amstelodami. Chem Biodivers,2019,16(8),e1900237. [View] [PubMed]
Pubchem: 9015
Chebi: 69441
Nmrshiftdb2: 10009217
Metabolights: MTBLC69441
Chembl: CHEMBL544
Drugbank: DB09516
Pdb Ligand: 4KS
Selleck: mequinol
CPRiL: 8196
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.33
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.770
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.420
Plasma Protein Binding
24.79
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
7.480
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.050
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
1.190
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.340
Micronucleos
Safe
NR-AhR
Safe
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
3.210
Rat (Acute)
2.090
Rat (Chronic Oral)
2.410
Fathead Minnow
3.720
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
247.240
Hydration Free Energy
-7.890
Log(D) at pH=7.4
1.660
Log(P)
1.44
Log S
-1.29
Log(Vapor Pressure)
-1.81
Melting Point
63.94
pKa Acid
9.98
pKa Basic
2.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9105
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.9081
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8892
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.8485
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.8380
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8251
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7974
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7907
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7902
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7808
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7660
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7659
Toluene-4-monooxygenase system, hydroxylase component subunit alpha Q00456 TMOA_PSEME Pseudomonas mendocina 2 0.7631
Class 10 plant pathogenesis-related protein 2B Q9LLQ2 P102B_LUPLU Lupinus luteus 2 0.7624
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7605
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7601
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7536
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7522
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7517
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7508
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7494
Xanthine dehydrogenase/oxidase P22985 XDH_RAT Rattus norvegicus 3 0.7488
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7464
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7462
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7441
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7438
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7431
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7417
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 2 0.7412
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7399
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7394
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7392
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7390
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7383
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 2 0.7375
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7374
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 2 0.7372
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7372
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7370
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 2 0.7366
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7357
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7351
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 2 0.7349
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 2 0.7348
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 2 0.7345
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7333
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7330
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7325
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7320
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7318
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 2 0.7317
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7309
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7308
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7306
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7302
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7300
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7296
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7295
RIO-type serine/threonine-protein kinase Rio1 O28471 RIO1_ARCFU Archaeoglobus fulgidus 2 0.7285
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 2 0.7285
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7283
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7282
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 2 0.7280
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 2 0.7279
Albumin P02768 ALBU_HUMAN Homo sapiens 2 0.7276
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7275
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7273
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 2 0.7259
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 2 0.7247
Pantothenate synthetase P9WIL4 PANC_MYCTO Mycobacterium tuberculosis 2 0.7246
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7243
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7240
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7237
Myosin heavy chain kinase A P42527 MHCKA_DICDI Dictyostelium discoideum 2 0.7227
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7220
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 2 0.7212
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 2 0.7209
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7209
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7207
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7206
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 2 0.7198
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7198
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7198
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7197
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7193
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 2 0.7189
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7181
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 2 0.7181
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7172
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 2 0.7168
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7159
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7150
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7149
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 2 0.7148
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7143
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 2 0.7140
Chorismate pyruvate-lyase P26602 UBIC_ECOLI Escherichia coli 2 0.7138
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7136
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7136
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7134
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7122
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7115
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7114
Biotin carboxylase P43873 ACCC_HAEIN Haemophilus influenzae 2 0.7114
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7111
Anthranilate phosphoribosyltransferase P00500 TRPD_ACIAD Acinetobacter baylyi 2 0.7108
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7094
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 2 0.7091
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 2 0.7084
Purine nucleoside phosphorylase DeoD-type B1JL34 DEOD_YERPY Yersinia pseudotuberculosis serotype O:3 2 0.7083
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7081
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 2 0.7079
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 2 0.7075
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 2 0.7074
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 2 0.7073
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7068
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7066
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7065
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7062
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7062
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 2 0.7060
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7055
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7055
Cell division control protein 42 homolog P60953 CDC42_HUMAN Homo sapiens 2 0.7050
Neutrophil gelatinase-associated lipocalin P80188 NGAL_HUMAN Homo sapiens 2 0.7047
Holliday junction branch migration complex subunit RuvB Q9PMT7 RUVB_CAMJE Campylobacter jejuni subsp. jejuni serotype O:2 2 0.7046
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7045
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7045
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7045
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 2 0.7043
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7041
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7039
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 2 0.7039
Kynurenine--oxoglutarate transaminase 1 Q16773 KAT1_HUMAN Homo sapiens 2 0.7037
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7036
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 2 0.7032
Coniferyl alcohol 9-O-methyltransferase A6XNE6 A6XNE6_9ROSI Linum nodiflorum 2 0.7019
Putative FAD-dependent oxygenase EncM Q9KHK2 Q9KHK2_9ACTN Streptomyces maritimus 2 0.7017
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7014
Aspartate carbamoyltransferase catalytic subunit P0A786 PYRB_ECOLI Escherichia coli 2 0.7014
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7010
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7010
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 2 0.7007
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7007
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 2 0.7007
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 2 0.7007
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7003
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 2 0.7002

Download SDF