7-carboxy anthragallol 1,3-dimethyl ether - Compound Card

7-carboxy anthragallol 1,3-dimethyl ether

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7-carboxy anthragallol 1,3-dimethyl ether

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles COc1cc2C(=O)c3ccc(cc3C(=O)c2c(c1O)OC)C(=O)O
InChI InChI=1S/C17H12O7/c1-23-11-6-10-12(16(24-2)15(11)20)14(19)9-5-7(17(21)22)3-4-8(9)13(10)18/h3-6,20H,1-2H3,(H,21,22)
InChIKey GMQAJLKKSHFLID-UHFFFAOYSA-N
Formula C17H12O7
HBA 6
HBD 2
MW 328.28
Rotatable Bonds 3
TPSA 110.13
LogP 1.88
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 328.06
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. (1996). Anthraquinones from the polar fractions of Galium sinaicum. Phytochemistry, 1996, 42(4), 1149-55. [View] [PubMed]
Pubchem: 10664005
Nmrshiftdb2: 70092138

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 328.28 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.010
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.150
Plasma Protein Binding
64.69
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-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
9.470
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.710
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.950
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.430
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
4.880
Rat (Acute)
2.390
Rat (Chronic Oral)
3.170
Fathead Minnow
3.940
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
465.990
Hydration Free Energy
-8.110
Log(D) at pH=7.4
-0.540
Log(P)
2.44
Log S
-4.16
Log(Vapor Pressure)
-8.32
Melting Point
265.51
pKa Acid
5.67
pKa Basic
2.8
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 0.9311
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9073
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9045
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9026
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 3 0.8974
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8901
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8793
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8778
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8743
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8729
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8631
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8508
Carbonic anhydrase 12 O43570 CAH12_HUMAN Homo sapiens 3 0.8494
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8429
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8143
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8113
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8106
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8056
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.8039
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8033
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7968
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7877
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7863
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7850
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7809
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7807
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7677
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7674
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7609
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7605
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
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7558
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7551
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7550
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7486
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7476
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7438
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7350
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7339
Orotidine 5'-phosphate decarboxylase Q9KQT7 PYRF_VIBCH Vibrio cholerae serotype O1 4 0.7335
Matrix metalloproteinase-9 P14780 MMP9_HUMAN Homo sapiens 3 0.7334
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7334
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7290
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.7289
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7286
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7273
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7241
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7192
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 2 0.7181
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7178
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7166
Glycosyltransferase Q76KZ6 Q76KZ6_STRHA Streptomyces halstedii 5 0.7164
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7144
Uridine phosphorylase Q9KT71 Q9KT71_VIBCH Vibrio cholerae serotype O1 4 0.7140
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7111
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7107
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7106
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7103
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7101
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7101
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7097
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7087
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7078
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7073
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7056

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