5-hydroxy-7-methoxy-2,8-dimethylchromone - Compound Card

5-hydroxy-7-methoxy-2,8-dimethylchromone

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5-hydroxy-7-methoxy-2,8-dimethylchromone

Structure
Zoomed Structure
  • Family: Plantae - Myrtaceae
  • Kingdom: Plantae
  • Class: Benzopyran
    • Subclass: Chromone
Canonical Smiles COc1cc(O)c2c(c1C)oc(cc2=O)C
InChI InChI=1S/C12H12O4/c1-6-4-8(13)11-9(14)5-10(15-3)7(2)12(11)16-6/h4-5,14H,1-3H3
InChIKey DFAAYQHTFVTATL-UHFFFAOYSA-N
Formula C12H12O4
HBA 4
HBD 1
MW 220.22
Rotatable Bonds 1
TPSA 59.67
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 Syzygium aromaticum Myrtaceae Plantae 219868

Showing of synonyms

  • Nubed LN, Taiwe GS, et al. (2023). Natural products with anticonvulsant potentials from Syzygium aromaticum (Myrtaceae). GSC Biological and Pharmaceutical Sciences, 2023, 22(01), 001-014. [View]
Pubchem: 12310980
Chebi: 174117
Nmrshiftdb2: 60060673

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 220.22 g/mol

Anticonvulsant

Absorption

Caco-2 (logPapp)
-4.64
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.220
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.980
Plasma Protein Binding
62.86
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
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
6.430
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.120
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.210
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.020
Micronucleos
Toxic
NR-AhR
Toxic
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
3.800
Rat (Acute)
2.150
Rat (Chronic Oral)
1.960
Fathead Minnow
4.300
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
351.200
Hydration Free Energy
-10.130
Log(D) at pH=7.4
2.700
Log(P)
2.65
Log S
-3.64
Log(Vapor Pressure)
-5.53
Melting Point
169.6
pKa Acid
8.62
pKa Basic
4.48
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9249
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.9174
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9063
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9022
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8979
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8932
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8827
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.8805
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8794
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8747
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8708
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8624
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8606
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8606
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8573
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 4 0.8565
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8562
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8513
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8438
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8401
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8389
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8378
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8366
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8346
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.8335
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8313
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8312
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A Q13946 PDE7A_HUMAN Homo sapiens 4 0.8247
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8241
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8138
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.8105
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8071
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8062
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.8051
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.8032
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8029
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7982
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7979
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7927
UDP-glycosyltransferase 72B1 Q9M156 U72B1_ARATH Arabidopsis thaliana 4 0.7893
cGMP-inhibited 3',5'-cyclic phosphodiesterase 3B Q13370 PDE3B_HUMAN Homo sapiens 4 0.7865
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7830
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7771
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7757
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.7748
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7724
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7715
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7696
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase F6MZ55 F6MZ55_9FIRM Sporomusa ovata 3 0.7692
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7679
Nitroreductase domain-containing protein Q8DW21 Q8DW21_STRMU Streptococcus mutans serotype c 3 0.7654
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7625
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7541
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7536
Chloramphenicol acetyltransferase P62577 CAT_ECOLX Escherichia coli 2 0.7531
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 4 0.7492
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.7452
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7442
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 4 0.7440
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7416
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7382
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7378
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7378
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 3 0.7310
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7309
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7301
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7298
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7285
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7269
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7267
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 3 0.7265
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7247
Rifampin ADP-ribosyl transferase A0QRS5 A0QRS5_MYCS2 Mycolicibacterium smegmatis155) 3 0.7242
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7229
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 4 0.7227
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7213
SRSF protein kinase 1 Q96SB4 SRPK1_HUMAN Homo sapiens 3 0.7212
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7206
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7205
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7201
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7196
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7190
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7185
Peripheral plasma membrane protein CASK O14936 CSKP_HUMAN Homo sapiens 3 0.7169
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7166
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7162
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7159
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7146
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 4 0.7137
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7096
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7094
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7068
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7061
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7059
Activated CDC42 kinase 1 Q07912 ACK1_HUMAN Homo sapiens 3 0.7057
Aldo-keto reductase family 1 member B1 P80276 ALDR_PIG Sus scrofa 3 0.7035
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 3 0.7033
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7032
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7021
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7014
Tyrosine-protein kinase ABL1 P00519 ABL1_HUMAN Homo sapiens 3 0.7006
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7001

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