Isorhamnetin 3-O-beta-D-xylopyranosyl-(1′′′′→3)-alpha-L-rhamnopyranosyl-(1→6′′)-beta-D-galactopyranoside - Compound Card

Isorhamnetin 3-O-beta-D-xylopyranosyl-(1′′′′→3)-alpha-L-rhamnopyranosyl-(1→6′′)-beta-D-galactopyranoside

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Isorhamnetin 3-O-beta-D-xylopyranosyl-(1′′′′→3)-alpha-L-rhamnopyranosyl-(1→6′′)-beta-D-galactopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles COc1cc(ccc1O)C1Oc2cc(O)cc(c2C(=O)C1O[C@@H]1O[C@@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@@H]2O)OC2OC[C@H]([C@@H]([C@H]2O)O)O)O)[C@@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C33H42O20/c1-10-20(38)29(52-31-25(43)21(39)15(37)8-47-31)27(45)32(49-10)48-9-18-22(40)24(42)26(44)33(51-18)53-30-23(41)19-14(36)6-12(34)7-17(19)50-28(30)11-3-4-13(35)16(5-11)46-2/h3-7,10,15,18,20-22,24-40,42-45H,8-9H2,1-2H3/t10-,15+,18-,20-,21-,22-,24-,25+,26+,27-,28?,29+,30?,31?,32+,33-/m0/s1
InChIKey RWDPKEVVXVEYDI-WXWIDQJVSA-N
Formula C33H42O20
HBA 20
HBD 11
MW 758.68
Rotatable Bonds 9
TPSA 313.44
LogP -3.37
Number Rings 6
Number Aromatic Rings 2
Heavy Atom Count 53
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 758.23
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Hammada scoparia Chenopodiaceae Plantae —

Showing of synonyms

  • Ben Salah H, Jarraya R, et al. (2002). Flavonol triglycosides from the leaves of Hammada scoparia (POMEL) ILJIN.. Chemical and Pharmaceutical Bulletin,2002,50(9),1268-1270. [View] [PubMed]
Pubchem: 162961495
Nmrshiftdb2: 70056738

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCCC(O3)OC(C4=O)C(c5ccccc5)Oc(c46)cccc6

Level: 4

Mol. Weight: 758.68 g/mol

Structure

SMILES: O1CCCCC1OC2CC(OCC2)OCC3CCCC(O3)OC(C4=O)COc(c45)cccc5

Level: 3

Mol. Weight: 758.68 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(C3=O)C(c4ccccc4)Oc(c35)cccc5

Level: 3

Mol. Weight: 758.68 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(C3=O)COc(c34)cccc4

Level: 2

Mol. Weight: 758.68 g/mol

Structure

SMILES: c1cccc(c12)OC(c3ccccc3)C(C2=O)OC4CCCCO4

Level: 2

Mol. Weight: 758.68 g/mol

Structure

SMILES: O1CCCCC1COC(OCC2)CC2OC3CCCCO3

Level: 2

Mol. Weight: 758.68 g/mol

Structure

SMILES: c1cccc(c12)OCC(C2=O)OC3CCCCO3

Level: 1

Mol. Weight: 758.68 g/mol

Structure

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 758.68 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 758.68 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 758.68 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 758.68 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 758.68 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 758.68 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.63
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
1.530
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1023.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.680
Plasma Protein Binding
39.23
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
8.290
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-22.220
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.500
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.030
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
-1855398.250
Rat (Acute)
2.320
Rat (Chronic Oral)
4.810
Fathead Minnow
2349.380
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
202468.760
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-0.750
Log(P)
-1.67
Log S
-4.68
Log(Vapor Pressure)
-6616.4
Melting Point
217.3
pKa Acid
-14.85
pKa Basic
4.45
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9000
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.9000
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8782
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8782
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8648
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8648
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8572
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8572
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8545
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8545
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8533
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8533
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8438
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8438
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8437
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8437
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8429
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8429
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8273
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8273
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8264
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8264
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8260
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8260
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8168
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8168
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8083
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8083
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8082
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8082
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.8045
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.8045
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8032
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8032
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7991
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7991
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7987
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7987
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7857
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7857
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7853
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7853
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7816
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7816
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7727
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7727
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7719
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7719
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7712
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7712
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7695
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7695
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7661
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7661
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7655
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7655
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7651
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7651
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7583
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7583
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7570
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7570
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7566
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7566
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7537
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7537
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7502
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.7502
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7478
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7478
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7450
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7450
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7448
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7448
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7445
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7445
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7435
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7435
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7434
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7434
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7409
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7409
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7388
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7388
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7326
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7326
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7306
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7306
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7278
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 4 0.7278
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
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7242
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7242
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7212
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7212
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7200
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7200
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7196
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7196
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7183
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7183
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7181
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7181
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7179
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7179
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7090
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7090
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7062
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7062
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7060
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7060
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7053
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7053
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7021
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7021
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7013
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7013
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7010
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7010

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