1,2,3,4,5,7-hexamethoxynaphthalene - Compound Card

1,2,3,4,5,7-hexamethoxynaphthalene

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1,2,3,4,5,7-hexamethoxynaphthalene

Structure
Zoomed Structure
  • Family: Plantae - Frankeniaceae
  • Kingdom: Plantae
  • Class: Naphthalene Derivative
Canonical Smiles COc1cc(OC)c2c(c1)c(OC)c(c(c2OC)OC)OC
InChI InChI=1S/C16H20O6/c1-17-9-7-10-12(11(8-9)18-2)14(20-4)16(22-6)15(21-5)13(10)19-3/h7-8H,1-6H3
InChIKey LLVYASCUNDOCRV-UHFFFAOYSA-N
Formula C16H20O6
HBA 6
HBD 0
MW 308.33
Rotatable Bonds 6
TPSA 55.38
LogP 2.89
Number Rings 2
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 308.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Frankenia thymifolia Frankeniaceae Plantae 3056616

Showing of synonyms

  • Harkat H, Haba H, et al. (2007). An unusual lignan sulfate and aromatic compounds from Frankenia thymifolia Desf.. Biochemical Systematics and Ecology,2007,35,176-179. [View]
Pubchem: 71445220
Nmrshiftdb2: 70007080

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)cccc2

Level: 0

Mol. Weight: 308.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.4
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.340
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.040
Plasma Protein Binding
42.39
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.900
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.160
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.020
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.630
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
2.700
Rat (Acute)
2.640
Rat (Chronic Oral)
2.390
Fathead Minnow
5.000
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
361.860
Hydration Free Energy
-7.240
Log(D) at pH=7.4
3.120
Log(P)
2.98
Log S
-3.02
Log(Vapor Pressure)
-5.26
Melting Point
91.91
pKa Acid
9.81
pKa Basic
-1.12
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9741
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.9741
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9571
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9571
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9508
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9508
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9503
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.9503
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9454
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.9454
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9423
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9423
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9363
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9363
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9271
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9271
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9253
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9253
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9104
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.9104
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9057
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.9057
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9021
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9021
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8642
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.8642
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8634
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8634
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8603
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.8603
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8576
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8576
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8475
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8475
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8458
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8458
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8368
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8368
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8331
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8331
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8289
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.8289
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8286
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8286
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8242
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8242
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8175
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8175
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8138
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8138
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8041
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.8041
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7994
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7994
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7991
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7991
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7916
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7916
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7909
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7909
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7865
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7865
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 4 0.7848
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7848
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7848
3',5'-cyclic-AMP phosphodiesterase 4A P27815 PDE4A_HUMAN Homo sapiens 4 0.7848
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7838
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7838
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7751
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7751
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7689
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7689
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7565
TDP-4-oxo-6-deoxy-alpha-D-glucose-3,4-oxoisomerase Q6T1W8 FDTA_ANETH Aneurinibacillus thermoaerophilus 3 0.7565
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7563
Acetylcholinesterase P22303 ACES_HUMAN Homo sapiens 3 0.7563
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7527
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7527
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7524
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 2 0.7524
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7513
glutaryl-CoA dehydrogenase (ETF) Q3JP94 Q3JP94_BURP1 Burkholderia pseudomallei 2 0.7513
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7444
Eugenol synthase 1 Q15GI4 EGS1_OCIBA Ocimum basilicum 3 0.7444
D-mycarose 3-C-methyltransferase Q194Q4 Q194Q4_STRAA Streptomyces argillaceus 4 0.7443
D-mycarose 3-C-methyltransferase Q194Q4 Q194Q4_STRAA Streptomyces argillaceus 4 0.7443
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7424
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7424
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7416
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7416
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7397
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7397
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7375
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 2 0.7375
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7360
Adenosine kinase Q9TVW2 ADK_TOXGO Toxoplasma gondii 3 0.7360
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7347
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7347
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7334
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7334
Aromatic/aminoadipate aminotransferase 1 P53090 ARO8_YEAST Saccharomyces cerevisiae 3 0.7296
Aromatic/aminoadipate aminotransferase 1 P53090 ARO8_YEAST Saccharomyces cerevisiae 3 0.7296
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7293
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7293
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7281
ADP compounds hydrolase NudE P45799 NUDE_ECOLI Escherichia coli 2 0.7281
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7262
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7262
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7201
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7201
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7199
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 2 0.7199
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7188
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7188
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7185
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7185
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7182
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7182
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7148
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 2 0.7148
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7137
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 2 0.7137
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7129
Uncharacterized protein Q3F0V8 Q3F0V8_BACTI Bacillus thuringiensis serovar israelensis ATCC 35646 3 0.7129
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7105
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.7105
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7099
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 2 0.7099
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7092
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 2 0.7092
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7076
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7076
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7072
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7072
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7072
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7072
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7071
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7071
Naphthalene 1,2-dioxygenase system, large oxygenase component P0A110 NDOB_PSEPU Pseudomonas putida 2 0.7071
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7071
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7058
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7058
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7056
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7056
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7042
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7042
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7039
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 2 0.7039
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7030
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 2 0.7030
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7019
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 3 0.7019

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