6-methoxylucidin omega-ethyl ether - Compound Card

6-methoxylucidin omega-ethyl ether

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6-methoxylucidin omega-ethyl ether

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Anthraquinone
Canonical Smiles CCOCc1c(O)cc2c(c1O)C(=O)c1c(C2=O)cc(cc1)OC
InChI InChI=1S/C18H16O6/c1-3-24-8-13-14(19)7-12-15(18(13)22)17(21)10-5-4-9(23-2)6-11(10)16(12)20/h4-7,19,22H,3,8H2,1-2H3
InChIKey VCBJYSBGFCZMKY-UHFFFAOYSA-N
Formula C18H16O6
HBA 6
HBD 2
MW 328.32
Rotatable Bonds 4
TPSA 93.06
LogP 2.42
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.22
Exact Mass 328.09
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: 11724003

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 328.32 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.49
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.86
Plasma Protein Binding
58.08
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.48
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.93
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.5
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
2.92
Rat (Acute)
2.49
Rat (Chronic Oral)
2.99
Fathead Minnow
4.51
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
430.05
Hydration Free Energy
-9.15
Log(D) at pH=7.4
2.43
Log(P)
3.79
Log S
-5.92
Log(Vapor Pressure)
-7.74
Melting Point
169.79
pKa Acid
6.88
pKa Basic
4.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9467
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.9383
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9044
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9043
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8952
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8818
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8806
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8664
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8644
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.8531
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8419
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.8373
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8266
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8197
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8122
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.8080
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 4 0.8076
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8071
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.8039
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8031
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8011
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7989
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7847
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7804
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7802
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.7786
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7697
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7689
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7680
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7642
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7634
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7588
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7584
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7547
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 3 0.7531
EbrA repressor Q79SH7 Q79SH7_STRLI Streptomyces lividans 3 0.7501
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7499
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7460
Apoptosis regulator Bcl-2 P10415 BCL2_HUMAN Homo sapiens 3 0.7455
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7424
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 4 0.7420
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7420
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7413
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7383
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.7349
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7320
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7310
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7301
Putative cytochrome P450 Q70AS3 Q70AS3_STRPE Streptomyces peucetius 4 0.7292
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7277
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7270
Transthyretin P02767 TTHY_RAT Rattus norvegicus 2 0.7268
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7264
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.7260
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7255
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7230
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7222
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7220
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7216
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7216
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7206
Chymotrypsinogen A P00766 CTRA_BOVIN Bos taurus 3 0.7200
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7194
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7192
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7191
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7180
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.7178
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7172
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7167
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7163
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7158
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7081
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7079
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 2 0.7079
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7073
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7069
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7061
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7048
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7039
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7037
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7025
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7022
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7001

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