Isorhamnetin 3-O-glucosyl-pentoside - Compound Card

Isorhamnetin 3-O-glucosyl-pentoside

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Isorhamnetin 3-O-glucosyl-pentoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone Glycoside
Canonical Smiles CO[C@H]1C[C@H]([C@H](O1)CO)OC[C@H]1O[C@@H](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/C28H32O15/c1-37-15-5-11(3-4-13(15)31)26-27(23(34)21-14(32)6-12(30)7-17(21)41-26)43-28-25(36)24(35)22(33)19(42-28)10-39-16-8-20(38-2)40-18(16)9-29/h3-7,16,18-20,22,24-25,28-33,35-36H,8-10H2,1-2H3/t16-,18-,19-,20-,22-,24+,25-,28+/m1/s1
InChIKey VYRAMWFDYLXADQ-OOAWCBPOSA-N
Formula C28H32O15
HBA 15
HBD 7
MW 608.55
Rotatable Bonds 9
TPSA 227.2
LogP -0.09
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 608.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Pituranthos scoparius Apiaceae Plantae 489362

Showing of synonyms

  • Dahia M, Siracusa L, et al. (2009). Constituents of the polar extracts from Algerian Pituranthos scoparius. Natural Product Communications,2009,4(12),1691-1692. [View] [PubMed]
Pubchem: 162923231

No compound-protein relationship available.

Structure

SMILES: C1OCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 608.55 g/mol

Structure

SMILES: C1OCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 608.55 g/mol

Structure

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

Level: 2

Mol. Weight: 608.55 g/mol

Structure

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

Level: 1

Mol. Weight: 608.55 g/mol

Structure

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

Level: 1

Mol. Weight: 608.55 g/mol

Structure

SMILES: O1CCCCC1COC2CCOC2

Level: 1

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 608.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 608.55 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 608.55 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 608.55 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
-5.070
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
12.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.890
Plasma Protein Binding
69.69
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
15.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.830
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.910
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.410
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
-20874.350
Rat (Acute)
2.340
Rat (Chronic Oral)
3.890
Fathead Minnow
43.680
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
369.150
Hydration Free Energy
-2.930
Log(D) at pH=7.4
0.730
Log(P)
0.29
Log S
-5.09
Log(Vapor Pressure)
-15.7
Melting Point
190.43
pKa Acid
6.02
pKa Basic
4.56
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 0.9161
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9161
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9038
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9038
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8968
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8968
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8866
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8866
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8749
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8749
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8722
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8722
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8605
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8605
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8508
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8508
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8504
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8504
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8479
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8479
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8361
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8361
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8333
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8333
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8329
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8329
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8323
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8323
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8215
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8215
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8166
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8166
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8112
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8112
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7987
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7987
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7959
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7959
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7957
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7957
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7945
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7945
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7907
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7907
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7877
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.7877
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7854
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7854
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7848
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7848
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7838
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7838
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7836
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7836
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7808
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7808
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7791
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7791
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7785
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7785
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7770
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7770
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7761
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7761
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7742
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7742
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7718
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7718
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7697
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.7697
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7691
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7691
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7669
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7669
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7606
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7606
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7582
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7582
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7574
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7574
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7572
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7572
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7524
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7524
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7522
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7522
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7515
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7515
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7501
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7501
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7492
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7492
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7481
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7481
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7449
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7449
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7412
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7412
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7407
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7407
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7385
Periplasmic pH-dependent serine endoprotease DegQ P39099 DEGQ_ECOLI Escherichia coli 4 0.7385
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7341
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7341
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7337
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7337
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7335
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7335
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7288
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7288
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7280
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7280
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7279
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7279
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7236
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7236
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7224
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7224
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7224
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7224
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7223
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7223
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7220
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7220
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7217
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7217
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7205
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7205
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7096
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7096
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7092
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7092
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7083
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7083
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7070
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7070
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7065
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7065
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7060
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7060
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7035
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7035
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7015
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7015
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7009
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7009
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7001
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7001

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