4,6-dimethoxy-5-methylcoumarin - Compound Card

4,6-dimethoxy-5-methylcoumarin

Select a section from the left sidebar

4,6-dimethoxy-5-methylcoumarin

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Coumarin
Canonical Smiles COc1cc(=O)oc2c1c(C)c(cc2)OC
InChI InChI=1S/C12H12O4/c1-7-8(14-2)4-5-9-12(7)10(15-3)6-11(13)16-9/h4-6H,1-3H3
InChIKey STOSKTSCSSXGEX-UHFFFAOYSA-N
Formula C12H12O4
HBA 4
HBD 0
MW 220.22
Rotatable Bonds 2
TPSA 48.67
LogP 2.12
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 220.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ekebergia capensis Meliaceae Plantae 124949

Showing of synonyms

  • Murata T, Miyase T, et al. (2008). Antiplasmodial triterpenoids from Ekebergia capensis.. Journal of Natural Products,2008,71(2),167-174. [View] [PubMed]
Pubchem: 85977339
Nmrshiftdb2: 60114446

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(=O)cc2

Level: 0

Mol. Weight: 220.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.48
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.940
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.010
Plasma Protein Binding
51.21
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
5.000
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.220
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.340
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.080
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
3.660
Rat (Acute)
2.110
Rat (Chronic Oral)
1.900
Fathead Minnow
4.360
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
343.030
Hydration Free Energy
-8.930
Log(D) at pH=7.4
2.180
Log(P)
2.15
Log S
-3.03
Log(Vapor Pressure)
-4.37
Melting Point
131.15
pKa Acid
7.33
pKa Basic
2.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9785
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.9785
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9629
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9629
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9602
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9602
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.9594
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.9594
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9513
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9513
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9495
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9495
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9450
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9450
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9415
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9415
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9230
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9230
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9186
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9186
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9180
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.9180
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9177
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9177
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9112
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.9112
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9008
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9008
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8973
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8973
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8960
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8960
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8897
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8897
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8738
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8738
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8700
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8700
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8692
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8692
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8646
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8646
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8451
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.8451
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8415
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8415
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8153
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8153
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.8138
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 2 0.8138
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7925
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7925
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7923
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7923
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7760
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7760
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7725
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7725
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7694
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7694
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7662
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7662
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7627
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7627
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7611
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7611
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7604
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7604
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7574
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7574
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7561
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7561
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7556
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7556
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7543
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7543
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7528
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7528
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7490
Glutamate receptor 3 P19492 GRIA3_RAT Rattus norvegicus 3 0.7490
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7412
Cyclic nucleotide-binding protein B8FW11 B8FW11_DESHD Desulfitobacterium hafniense 3 0.7412
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7398
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7398
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7368
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7368
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7367
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7367
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7365
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7365
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7363
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 3 0.7363
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7354
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 2 0.7354
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7328
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7328
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7297
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7297
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7294
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7294
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7268
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7268
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7216
Nucleoside permease Q9KPL5 Q9KPL5_VIBCH Vibrio cholerae serotype O1 3 0.7216
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7215
Kynurenine 3-monooxygenase P38169 KMO_YEAST Saccharomyces cerevisiae 2 0.7215
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7212
4-hydroxyphenylacetate 3-monooxygenase, reductase component Q5SJP7 HPAC_THET8 Thermus thermophilus 3 0.7212
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7202
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7202
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7180
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 2 0.7180
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7179
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 2 0.7179
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7176
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7176
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7169
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7169
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7163
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7163
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7155
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7155
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7151
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7151
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7137
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7137
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7107
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7107
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7099
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7099
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7099
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7099
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7098
Thymidine kinase P0DTH5 KITH_HHV11 Human herpesvirus 1 2 0.7098
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7096
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7096
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7037
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7037
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7028
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7028
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7028
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7028
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7026
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7026
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7026
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 2 0.7026
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7021
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7021
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7015
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7015

Download SDF