5-hydroxymethyl-2-furancarboxaldehyde - Compound Card

5-hydroxymethyl-2-furancarboxaldehyde

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5-hydroxymethyl-2-furancarboxaldehyde

Structure
Zoomed Structure
  • Family: Plantae - Amaryllidaceae
  • Kingdom: Plantae
  • Class: Furan
    • Subclass: Furancarboxaldehyde
Canonical Smiles OCc1ccc(o1)C=O
InChI InChI=1S/C6H6O3/c7-3-5-1-2-6(4-8)9-5/h1-3,8H,4H2
InChIKey NOEGNKMFWQHSLB-UHFFFAOYSA-N
Formula C6H6O3
HBA 3
HBD 1
MW 126.11
Rotatable Bonds 2
TPSA 50.44
LogP 0.58
Number Rings 1
Number Aromatic Rings 1
Heavy Atom Count 9
Formal Charge 0
Fraction CSP3 0.17
Exact Mass 126.03
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Clivia miniata Amaryllidaceae Plantae 16049

Showing of synonyms

  • Sewram V, Raynor MW, et al. (2001). Supercritical Fluid Extraction and Analysis of Compounds from Clivia miniata for Uterotonic Activity. Planta medica, 2001, 67(5), 451–455. [View]
Pubchem: 237332
Kegg Ligand: C11101
Chebi: 412516
Nmrshiftdb2: 20111974
Drugbank: DB12298
Pdb Ligand: FUX
Bindingdb: 50487911
CPRiL: 26974
Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 126.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.33
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.66
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.16
Plasma Protein Binding
10.03
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
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
7.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-0.8
Biodegradation
Toxic
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.85
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.8
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
2.33
Rat (Acute)
1.81
Rat (Chronic Oral)
1.98
Fathead Minnow
3.17
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
238.93
Hydration Free Energy
-8.9
Log(D) at pH=7.4
0.39
Log(P)
-0.08
Log S
-0.24
Log(Vapor Pressure)
-2.71
Melting Point
61.39
pKa Acid
8.27
pKa Basic
0.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.9304
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9243
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.9202
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9164
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9085
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8867
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8837
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8824
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8779
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8774
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8698
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8602
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8601
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.8588
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8469
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8393
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8295
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8282
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.8263
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8244
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.8045
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.7988
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7877
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7802
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7766
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7732
Toluene-4-monooxygenase system, hydroxylase component subunit alpha Q00456 TMOA_PSEME Pseudomonas mendocina 2 0.7716
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7662
Beta-galactoside alpha-2,6-sialyltransferase 1 P15907 SIAT1_HUMAN Homo sapiens 3 0.7644
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7641
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7635
N-acetyltransferase domain-containing protein Q9HV14 Q9HV14_PSEAE Pseudomonas aeruginosa 2 0.7622
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7574
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7571
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7545
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7529
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7528
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7516
Aminotransferase homolog Q9S5Y7 Q9S5Y7_CAMJU Campylobacter jejuni 3 0.7511
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7506
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7506
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7492
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 2 0.7486
chitinase B0Y2Y2 B0Y2Y2_ASPFC Aspergillus fumigatus 3 0.7481
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7465
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7436
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7433
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7423
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7415
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7415
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7405
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7386
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7384
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7373
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 3 0.7366
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7363
4-hydroxy-7-methoxy-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl glucoside beta-D-glucosidase 1, chloroplastic P49235 HGGL1_MAIZE Zea mays 2 0.7362
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7357
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7351
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7347
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 2 0.7323
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7309
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7302
2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase P47229 BPHD_PARXL Paraburkholderia xenovorans 2 0.7301
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 2 0.7295
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 2 0.7294
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7289
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7286
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7282
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7276
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7274
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 2 0.7270
Ceramide transfer protein Q9Y5P4 CERT_HUMAN Homo sapiens 2 0.7263
L-methionine gamma-lyase P13254 MEGL_PSEPU Pseudomonas putida 3 0.7254
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase P0AF12 MTNN_ECOLI Escherichia coli 2 0.7252
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7237
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7228
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 2 0.7222
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 2 0.7209
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7197
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 3 0.7191
Pyridoxal kinase O00764 PDXK_HUMAN Homo sapiens 2 0.7184
rRNA methylase Q8DSS3 Q8DSS3_STRMU Streptococcus mutans serotype c 2 0.7167
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7166
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 2 0.7164
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7164
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 2 0.7159
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7159
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 2 0.7154
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7146
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7142
Metallo-beta-lactamase type 2 P26918 BLAB_AERHY Aeromonas hydrophila 2 0.7136
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7114
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7110
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 2 0.7101
Sulfotransferase 1A1 P50225 ST1A1_HUMAN Homo sapiens 2 0.7099
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 2 0.7094
Succinyl-CoA:acetate CoA-transferase B3EY95 SCACT_ACEAC Acetobacter aceti 2 0.7075
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7075
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7074
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7070
Ribosome-inactivating protein 3 P25891 RIP3_MAIZE Zea mays 2 0.7068
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7064
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7060
Proline iminopeptidase O32449 PIP_SERMA Serratia marcescens 2 0.7055
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 2 0.7052
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7049
Catalase-peroxidase Q3JNW6 KATG_BURP1 Burkholderia pseudomallei 2 0.7041
5-methyltetrahydropteroyltriglutamate--homocysteine methyltransferase 1 O50008 METE1_ARATH Arabidopsis thaliana 2 0.7040
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7033
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 2 0.7029
3',5'-cyclic-AMP phosphodiesterase 4B Q07343 PDE4B_HUMAN Homo sapiens 3 0.7024
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7021
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 2 0.7017
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7007

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