2,5-dihydroxybenzaldehyde - Compound Card

2,5-dihydroxybenzaldehyde

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2,5-dihydroxybenzaldehyde

Structure
Zoomed Structure
  • Family: Fungi - Incertae sedis
  • Kingdom: Fungi
  • Class: Phenolic
Canonical Smiles O=Cc1cc(O)ccc1O
InChI InChI=1S/C7H6O3/c8-4-5-3-6(9)1-2-7(5)10/h1-4,9-10H
InChIKey CLFRCXCBWIQVRN-UHFFFAOYSA-N
Formula C7H6O3
HBA 3
HBD 2
MW 138.12
Rotatable Bonds 1
TPSA 57.53
LogP 0.91
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 10
Formal Charge 0
Fraction CSP3 0.0
Exact Mass 138.03
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Geosmithia langdonii Incertae sedis Fungi 240214

Showing of synonyms

  • Malak LG, Ibrahim MA, et al. (2014). Antileishmanial metabolites from geosmithia langdonii. Journal of Natural Products,2014,77(9),1987-1991. [View] [PubMed]
Pubchem: 70949
Kegg Ligand: C05585
Chebi: 28508
Nmrshiftdb2: 20035549
Metabolights: MTBLC28508
Bindingdb: 50478478
CPRiL: 197159
Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 138.12 g/mol

Anti-leishmanial

Absorption

Caco-2 (logPapp)
-4.46
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.12
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.23
Plasma Protein Binding
24.82
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.49
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.24
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.64
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.17
Micronucleos
Toxic
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
3.2
Rat (Acute)
2.36
Rat (Chronic Oral)
2.27
Fathead Minnow
3.84
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
297.97
Hydration Free Energy
-11.08
Log(D) at pH=7.4
0.95
Log(P)
0.76
Log S
-1.07
Log(Vapor Pressure)
-3.8
Melting Point
109.49
pKa Acid
7.31
pKa Basic
4.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9388
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9388
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.9243
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 3 0.9243
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9212
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9212
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9082
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9082
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9010
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9010
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8771
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8771
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8669
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8669
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8552
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8552
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.8501
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.8501
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8493
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 3 0.8493
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8364
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8364
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8223
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8223
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8201
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.8201
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8121
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.8121
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8071
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8071
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7962
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7962
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7879
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.7879
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7788
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7788
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7762
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7762
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7756
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7756
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7728
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7728
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7673
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7673
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7658
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7658
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7620
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7620
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7594
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7594
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7575
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7575
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7562
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7562
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7555
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7555
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7533
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7533
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 2 0.7522
Peroxidase C1A P00433 PER1A_ARMRU Armoracia rusticana 2 0.7522
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7509
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7509
Toluene-4-monooxygenase system, hydroxylase component subunit alpha Q00456 TMOA_PSEME Pseudomonas mendocina 2 0.7500
Toluene-4-monooxygenase system, hydroxylase component subunit alpha Q00456 TMOA_PSEME Pseudomonas mendocina 2 0.7500
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7461
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7461
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7456
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7456
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7449
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7449
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7412
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7412
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7367
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7367
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 3 0.7365
Tryptophan synthase alpha chain P00929 TRPA_SALTY Salmonella typhimurium 3 0.7365
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7359
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7359
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7357
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7357
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7338
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7338
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7323
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7323
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7309
tRNA-guanine(15) transglycosylase O58843 ATGT_PYRHO Pyrococcus horikoshii 3 0.7309
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7302
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7302
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7279
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7279
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7258
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7258
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7247
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7247
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7245
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7245
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7245
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7245
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7234
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7234
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7197
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7197
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7177
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7177
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7175
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7175
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7170
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7170
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7169
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7169
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7166
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7166
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7144
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7144
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7136
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7136
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7109
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7109
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7107
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7107
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7104
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7104
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7093
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7093
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7080
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 3 0.7080
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7066
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7066
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7050
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7050
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7027
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7027
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7005
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7005
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7003
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7003
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7001
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7001

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