7-formylanthragallol 1,3-dimethyl ether - Compound Card

7-formylanthragallol 1,3-dimethyl ether

Select a section from the left sidebar

7-formylanthragallol 1,3-dimethyl ether

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles O=Cc1ccc2c(c1)C(=O)c1c(C2=O)cc(c(c1OC)O)OC
InChI InChI=1S/C17H12O6/c1-22-12-6-11-13(17(23-2)16(12)21)15(20)10-5-8(7-18)3-4-9(10)14(11)19/h3-7,21H,1-2H3
InChIKey FAMCXKUGWWYEPQ-UHFFFAOYSA-N
Formula C17H12O6
HBA 6
HBD 1
MW 312.28
Rotatable Bonds 3
TPSA 89.9
LogP 2.0
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 312.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Galium sinaicum Rubiaceae Plantae 25168

Showing of synonyms

  • El-Gamal A.A, Takeya K, et al. (1992). Anthraquinones from Galium sinaicum. Phytochemistry, 1992, 31(1), 355-360. [View]
Pubchem: 10244984

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 312.28 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.17

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.65
Plasma Protein Binding
48.67
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
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
7.44
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.14
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.29
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.67
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
3.52
Rat (Acute)
2.32
Rat (Chronic Oral)
2.68
Fathead Minnow
4.63
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
434.3
Hydration Free Energy
-8.4
Log(D) at pH=7.4
1.48
Log(P)
1.9
Log S
-5.4
Log(Vapor Pressure)
-7.69
Melting Point
229.61
pKa Acid
5.39
pKa Basic
2.77
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.9482
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9329
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9130
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9045
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8980
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8926
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8793
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8787
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8731
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8671
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8631
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8579
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8568
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8566
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8545
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8475
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8429
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8389
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8197
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8150
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8146
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8118
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.8040
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8039
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.7992
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7972
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7969
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.7945
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7878
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7871
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7864
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7806
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7738
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7729
Hematopoietic prostaglandin D synthase O60760 HPGDS_HUMAN Homo sapiens 3 0.7706
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7658
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7628
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7608
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7581
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7575
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7568
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.7565
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7552
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7541
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7515
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7486
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 5 0.7465
Deoxyribodipyrimidine photo-lyase Q8PYK9 Q8PYK9_METMA Methanosarcina mazei 5 0.7464
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7450
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7443
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7416
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7394
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7386
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7381
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7366
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7359
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7352
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7351
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7347
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7345
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7333
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7301
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7300
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7295
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7293
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7292
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7280
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7268
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7244
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7206
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7197
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7182
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7176
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7169
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7149
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7149
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7119
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7117
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7115
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7112
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7106
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7092
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7078
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7074
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7063
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7063
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7061
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7053
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7051
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7042
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7025
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7023
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7022
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.7014
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7004

Download SDF