3''-O-galloyl-benzyl-D-alpha-L-rhamnopyranosyl-(1→6)-beta-D-glucopyranoside - Compound Card

3''-O-galloyl-benzyl-D-alpha-L-rhamnopyranosyl-(1→6)-beta-D-glucopyranoside

Select a section from the left sidebar

3''-O-galloyl-benzyl-D-alpha-L-rhamnopyranosyl-(1→6)-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Glycoside
Canonical Smiles O[C@@H]1[C@@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2OC(=O)c2cc(O)c(c(c2)O)O)O)O)O[C@H]([C@@H]([C@H]1O)O)OCc1ccccc1
InChI InChI=1S/C26H32O14/c1-11-17(29)21(33)23(40-24(35)13-7-14(27)18(30)15(28)8-13)26(38-11)37-10-16-19(31)20(32)22(34)25(39-16)36-9-12-5-3-2-4-6-12/h2-8,11,16-17,19-23,25-34H,9-10H2,1H3/t11-,16+,17-,19+,20-,21+,22+,23+,25+,26+/m0/s1
InChIKey IYMRNSBSNFWPGF-GIDQSAJHSA-N
Formula C26H32O14
HBA 14
HBD 8
MW 568.53
Rotatable Bonds 8
TPSA 225.06
LogP -1.16
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.5
Exact Mass 568.18
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia helioscopia Euphorbiaceae Plantae 154990

Showing of synonyms

  • Mohamed AH, Hegazy MF, et al. (2012). Euphorbia helioscopia: Chemical constituents and biological activities. International Journal of Phytopharmacology,2012,3(1),78-90. [View]
Pubchem: 162879526

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC2C(OCCC2)OCC3CCCC(O3)OCc4ccccc4

Level: 3

Mol. Weight: 568.53 g/mol

Structure

SMILES: c1ccccc1C(=O)OC2C(OCCC2)OCC3CCCCO3

Level: 2

Mol. Weight: 568.53 g/mol

Structure

SMILES: c1ccccc1COC(O2)CCCC2COC3CCCCO3

Level: 2

Mol. Weight: 568.53 g/mol

Structure

SMILES: c1ccccc1C(=O)OC2CCCOC2

Level: 1

Mol. Weight: 568.53 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 568.53 g/mol

Structure

SMILES: c1ccccc1COC2CCCCO2

Level: 1

Mol. Weight: 568.53 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 568.53 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 568.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.72
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.26
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.72

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.77
Plasma Protein Binding
73.29
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
10.29
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.59
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.86
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.52
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
-3180.99
Rat (Acute)
1.98
Rat (Chronic Oral)
4.49
Fathead Minnow
6.54
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
564.05
Hydration Free Energy
-2.98
Log(D) at pH=7.4
-0.05
Log(P)
-0.58
Log S
-4.05
Log(Vapor Pressure)
-12.73
Melting Point
187.73
pKa Acid
3.84
pKa Basic
4.44
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9290
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9290
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8673
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8673
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8509
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8509
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8491
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8491
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8399
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8399
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8301
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8301
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8236
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8236
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8170
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8170
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8125
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8125
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8114
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8114
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8102
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8102
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7970
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.7970
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7909
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7909
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7891
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7891
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7886
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7886
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7865
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7865
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7861
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7861
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7771
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7771
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7730
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7730
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7721
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7721
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7718
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7718
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7711
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7711
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7575
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.7575
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7556
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7556
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7453
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7453
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7440
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7440
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7429
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7429
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7423
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7423
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7411
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7411
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7365
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7365
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7363
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7363
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7360
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 4 0.7360
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7334
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7334
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7324
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7324
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7289
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7289
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7251
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7251
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7237
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7237
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7221
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7221
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7196
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7196
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7185
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7185
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7160
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7160
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7122
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7122
Protein UshA P07024 USHA_ECOLI Escherichia coli 3 0.7105
Protein UshA P07024 USHA_ECOLI Escherichia coli 3 0.7105
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7090
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7090
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7089
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7089
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7087
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7087
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7077
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7077
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7048
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7048
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7014
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7014
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7013
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7013

Download SDF