Copareolatin 5,7-dimethyl ether - Compound Card

Copareolatin 5,7-dimethyl ether

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Copareolatin 5,7-dimethyl ether

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles COc1cc2C(=O)c3c(O)c(C)ccc3C(=O)c2c(c1O)OC
InChI InChI=1S/C17H14O6/c1-7-4-5-8-11(13(7)18)15(20)9-6-10(22-2)16(21)17(23-3)12(9)14(8)19/h4-6,18,21H,1-3H3
InChIKey IEZBRJAWYVAYOT-UHFFFAOYSA-N
Formula C17H14O6
HBA 6
HBD 2
MW 314.29
Rotatable Bonds 2
TPSA 93.06
LogP 2.2
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.18
Exact Mass 314.08
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: 10335762

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 314.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.4
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.740
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.030
Plasma Protein Binding
62.94
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
8.800
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.350
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.390
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.960
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
4.220
Rat (Acute)
2.440
Rat (Chronic Oral)
3.040
Fathead Minnow
4.600
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
429.530
Hydration Free Energy
-8.110
Log(D) at pH=7.4
2.410
Log(P)
3.16
Log S
-6.49
Log(Vapor Pressure)
-7.1
Melting Point
203.17
pKa Acid
5.83
pKa Basic
3.39
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 0.9460
Flavin reductase (NADPH) P30043 BLVRB_HUMAN Homo sapiens 3 0.9179
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9157
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9043
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9042
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9020
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8909
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8772
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8755
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8751
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8630
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8508
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8469
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 4 0.8464
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8423
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8371
Riboflavin biosynthesis protein Q9WZW1 Q9WZW1_THEMA Thermotoga maritima 4 0.8253
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8182
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8167
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8140
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8116
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8108
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.8080
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8044
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7996
Dodecin Q5SIE3 DODEC_THET8 Thermus thermophilus 5 0.7991
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7959
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7957
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7924
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7909
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7895
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7873
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7842
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7819
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7795
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7779
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7770
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7769
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7714
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7690
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7685
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7671
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 3 0.7666
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7651
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7602
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7600
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7595
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7590
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7585
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7583
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7575
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7572
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7564
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7548
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7540
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7510
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7425
Enoyl-ACP reductase Q9BJJ9 Q9BJJ9_PLAFA Plasmodium falciparum 3 0.7418
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7416
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7412
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7405
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7401
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7369
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7342
Serine/threonine-protein kinase TBK1 Q9UHD2 TBK1_HUMAN Homo sapiens 3 0.7341
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7340
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7321
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7318
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7312
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7303
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7302
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7269
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7250
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7244
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7226
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7218
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7217
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7210
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7202
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7196
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7191
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7185
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7175
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 3 0.7166
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7155
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 2 0.7147
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7146
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7138
Bifunctional F420 biosynthesis protein FbiB P9WP79 FBIB_MYCTU Mycobacterium tuberculosis 5 0.7132
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7122
Enoyl-acyl carrier reductase Q6UCJ9 Q6UCJ9_TOXGO Toxoplasma gondii 4 0.7120
Deoxyribodipyrimidine photo-lyase Q8PYK9 Q8PYK9_METMA Methanosarcina mazei 5 0.7110
dTDP-4-dehydrorhamnose 3,5-epimerase A0A6L7H6N0 A0A1S0QLH9_BACAN Bacillus anthracis 3 0.7105
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7096
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 4 0.7046
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7032
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7031
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7005

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