2-(8-hydroxy-6-methoxyisochromen-3′ -yl) acetic acid - Compound Card

2-(8-hydroxy-6-methoxyisochromen-3′ -yl) acetic acid

Select a section from the left sidebar

2-(8-hydroxy-6-methoxyisochromen-3′ -yl) acetic acid

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Coumarin
    • Subclass: Isocoumarin
Canonical Smiles COc1cc2cc(CC(=O)O)oc(=O)c2c(c1)O
InChI InChI=1S/C12H10O6/c1-17-7-2-6-3-8(5-10(14)15)18-12(16)11(6)9(13)4-7/h2-4,13H,5H2,1H3,(H,14,15)
InChIKey VAQWNECFCYMFBL-UHFFFAOYSA-N
Formula C12H10O6
HBA 5
HBD 2
MW 250.21
Rotatable Bonds 3
TPSA 96.97
LogP 1.13
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.17
Exact Mass 250.05
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus falconensis Trichocomaceae Fungi 1810910

Showing of synonyms

  • El-Kashef D.H, Youssef F.S, et al. (2021). Polyketides from the marine-derived fungus Aspergillus falconensis: In silico and in vitro cytotoxicity studies. Bioorg Med Chem,2021,29,115883. [View] [PubMed]
Pubchem: 9816374

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)ccoc2=O

Level: 0

Mol. Weight: 250.21 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.11
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.960
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.66

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.740
Plasma Protein Binding
41.49
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
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
10.690
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.560
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.320
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.240
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
5.710
Rat (Acute)
1.960
Rat (Chronic Oral)
2.390
Fathead Minnow
3.900
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
409.900
Hydration Free Energy
-9.120
Log(D) at pH=7.4
-0.830
Log(P)
1.36
Log S
-3.13
Log(Vapor Pressure)
-8.11
Melting Point
211.47
pKa Acid
6.03
pKa Basic
5.14
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 0.9527
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9399
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9379
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9294
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.9259
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 3 0.9177
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.9169
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9145
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9127
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9119
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9092
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.9088
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8976
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.8935
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8893
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8859
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8858
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 3 0.8735
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8733
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8721
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8716
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8700
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8560
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8560
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8544
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8463
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8387
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8362
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.8341
Carbonic anhydrase Q39588 Q39588_CHLRE Chlamydomonas reinhardtii 3 0.8297
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8282
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8262
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.8254
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8246
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8246
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8096
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.8061
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.8013
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7823
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7814
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7800
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7708
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7703
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7647
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7631
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7629
Orotidine 5'-phosphate decarboxylase O26232 PYRF_METTH Methanothermobacter thermautotrophicus 3 0.7620
Peptide deformylase 1B, chloroplastic/mitochondrial Q9FUZ2 DEF1B_ARATH Arabidopsis thaliana 3 0.7616
Beta-1,4-galactosyltransferase 1 P08037 B4GT1_BOVIN Bos taurus 4 0.7584
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7550
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7541
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7533
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7519
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7508
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7476
L-methionine gamma-lyase Q84AR1 Q84AR1_CITFR Citrobacter freundii 4 0.7471
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7376
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7376
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7372
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7345
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7335
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7334
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7317
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7308
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7302
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7295
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7287
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7273
Malate synthase G P9WK17 MASZ_MYCTU Mycobacterium tuberculosis 3 0.7268
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7266
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7263
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7248
Aspartokinase 1, chloroplastic Q9LYU8 AK1_ARATH Arabidopsis thaliana 4 0.7242
GMP synthase [glutamine-hydrolyzing] Q8IJR9 Q8IJR9_PLAF7 Plasmodium falciparum 4 0.7239
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7235
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7225
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7206
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7191
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7185
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7164
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.7163
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7155
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7141
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7140
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7138
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7123
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 2 0.7113
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.7110
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7099
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7094
CalS13 Q8KND8 Q8KND8_MICEC Micromonospora echinospora 3 0.7085
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7079
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7076
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7069
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 2 0.7064
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7057
Activated CDC42 kinase 1 Q07912 ACK1_HUMAN Homo sapiens 3 0.7052
GTPase IMAP family member 2 Q9UG22 GIMA2_HUMAN Homo sapiens 3 0.7049
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7047
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7045
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7037
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7026
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7024
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7017
Maltokinase A1TH50 MAK_MYCVP Mycolicibacterium vanbaalenii 3 0.7010
Nucleoside diphosphate kinase Q5UQL3 NDK_MIMIV Acanthamoeba polyphaga mimivirus 2 0.7000

Download SDF