Patuletin 7-diglucoside - Compound Card

Patuletin 7-diglucoside

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Patuletin 7-diglucoside

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2cc3oc(c4ccc(c(c4)O)O)c(c(=O)c3c(c2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@H]1O[C@H](CO)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C27H30O18/c28-5-12-16(33)20(37)23(40)26(43-12)45-25-21(38)17(34)13(6-29)44-27(25)42-11-4-10-14(18(35)15(11)32)19(36)22(39)24(41-10)7-1-2-8(30)9(31)3-7/h1-4,12-13,16-17,20-21,23,25-35,37-40H,5-6H2/t12-,13-,16+,17-,20-,21+,23+,25-,26-,27-/m1/s1
InChIKey YHCCEJFYYUGTFM-BASRJAGKSA-N
Formula C27H30O18
HBA 18
HBD 12
MW 642.52
Rotatable Bonds 7
TPSA 309.89
LogP -3.01
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 642.14
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Anvillea radiata Asteraceae Plantae 159630

Showing of synonyms

  • Dendougui H, Jay M, et al. (2006). Flavonoids from Anvillea radiata Coss. & Dur. (Asteraceae).. Biochemical Systematics and Ecology,2006, 34,718-720. [View]
Pubchem: 162817344

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 642.52 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC(OCCC3)C3OC4CCCCO4

Level: 2

Mol. Weight: 642.52 g/mol

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 642.52 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 642.52 g/mol

Structure

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

Level: 1

Mol. Weight: 642.52 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 642.52 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 642.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 642.52 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 642.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.49
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.650
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
23.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.530
Plasma Protein Binding
56.71
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
10.510
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.160
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.680
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.400
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
-36131.930
Rat (Acute)
2.290
Rat (Chronic Oral)
4.720
Fathead Minnow
61.550
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
343.150
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-2.520
Log(P)
-2.25
Log S
-3.84
Log(Vapor Pressure)
-21.91
Melting Point
205.83
pKa Acid
1.79
pKa Basic
9.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8693
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8693
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8653
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8653
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8632
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.8632
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8629
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8629
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8424
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8424
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8379
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8379
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8372
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8372
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8332
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8332
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8279
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8279
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8184
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8184
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8170
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8170
Cytosine-specific methyltransferase Q8EVR5 Q8EVR5_MYCPE Mycoplasma penetrans 4 0.8091
Cytosine-specific methyltransferase Q8EVR5 Q8EVR5_MYCPE Mycoplasma penetrans 4 0.8091
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8084
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8084
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8003
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.8003
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7993
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7993
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7989
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7989
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7963
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7963
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7931
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7931
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7929
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7929
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7898
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7898
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7834
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7834
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7774
Pteridine reductase O76290 O76290_TRYBB Trypanosoma brucei brucei 3 0.7774
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7739
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7739
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7738
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7738
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7715
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7715
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7713
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7713
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7671
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7671
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7594
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7594
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7581
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7581
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7575
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7575
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7553
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7553
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7546
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7546
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7533
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7533
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7526
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7526
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7487
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7487
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7450
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7450
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7423
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7423
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7418
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7418
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7360
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7360
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7331
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7331
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7311
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7311
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7290
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7290
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 4 0.7232
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 4 0.7232
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7227
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7227
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7219
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7219
Replicase polyprotein 1ab P0C6X7 R1AB_CVHSA Human SARS coronavirus 4 0.7216
Replicase polyprotein 1ab P0C6X7 R1AB_CVHSA Human SARS coronavirus 4 0.7216
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7199
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7199
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7160
Purine nucleoside phosphorylase DeoD-type O34925 DEOD_BACSU Bacillus subtilis 3 0.7160
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7152
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7152
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7142
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7142
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7120
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7120
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7118
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7118
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7107
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7107
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7074
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7074
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7057
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7057
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7056
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7056
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7055
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7055
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7053
Cyclin-dependent kinase 6 Q00534 CDK6_HUMAN Homo sapiens 5 0.7053
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7037
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 3 0.7037
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7036
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7036
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7013
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7013
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7005
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7005
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7005
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7005
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7000
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7000

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