Isorhamnetin 3-galactoside - Compound Card

Isorhamnetin 3-galactoside

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Isorhamnetin 3-galactoside

Structure
Zoomed Structure
  • Family: Plantae - Nitrariaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@H]1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)OC)O)[C@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19+,22?/m1/s1
InChIKey CQLRUIIRRZYHHS-OMUJUXNISA-N
Formula C22H22O12
HBA 12
HBD 7
MW 478.41
Rotatable Bonds 5
TPSA 199.51
LogP -0.24
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 478.11
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Nitraria retusa Nitrariaceae Plantae 43875

Showing of synonyms

  • Halim AF, Saad HE, et al. (1995). Flavonol glycosides from Nitraria retusa. Phytochemistry,1995,40(1),349-351. [View] [PubMed]
Pubchem: 71463991
Nmrshiftdb2: 60059129

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 478.41 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 478.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.65
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.46
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.29

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.86
Plasma Protein Binding
68.2
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
14.82
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.27
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.09
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.37
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
-184.93
Rat (Acute)
2.29
Rat (Chronic Oral)
4.24
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
629.27
Hydration Free Energy
-3.76
Log(D) at pH=7.4
0.49
Log(P)
0.06
Log S
-4.64
Log(Vapor Pressure)
-11.34
Melting Point
192.66
pKa Acid
4.95
pKa Basic
6.38
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9066
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9066
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8971
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8971
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8934
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8934
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8931
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8931
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8875
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8875
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8843
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8843
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8841
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8841
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8754
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8754
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8621
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8621
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8595
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8595
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8580
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8580
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8516
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.8516
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8509
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8509
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8455
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8455
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8446
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8446
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8424
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8424
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.8414
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.8414
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8393
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8393
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8333
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8333
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8332
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8332
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8243
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8243
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8227
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8227
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8199
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8199
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8161
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8161
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8134
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8134
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7985
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7985
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7938
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7938
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7917
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7917
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7911
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7911
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7879
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7879
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7863
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7863
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7862
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7862
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7862
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7862
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7858
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7858
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7843
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7843
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7772
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7772
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7768
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7768
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7757
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7757
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7745
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7745
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7705
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7705
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7702
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7702
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7680
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7680
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7642
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7642
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7622
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7622
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7620
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7620
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7582
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7582
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7580
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7580
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7552
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7552
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7552
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7552
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7541
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7541
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7532
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7532
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7503
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7503
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7381
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7381
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7368
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7368
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7354
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7354
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7348
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7348
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7312
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7312
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7310
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7310
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7293
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7293
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7280
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7280
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7232
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7232
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7220
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7220
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7212
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7212
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7199
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7199
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7155
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7155
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7114
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7114
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7111
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7111
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7096
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7096
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7089
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7089
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7053
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7053
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7020
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7020
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7008
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7008

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