Luteolin 7,4'-diglucoside - Compound Card

Luteolin 7,4'-diglucoside

Select a section from the left sidebar

Luteolin 7,4'-diglucoside

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone Glycoside
Canonical Smiles OC[C@@H]1O[C@@H](Oc2cc(O)c3c(c2)oc(cc3=O)c2ccc(c(c2)O)O[C@@H]2OC(CO)[C@H](C(C2O)O)O)C(C([C@@H]1O)O)O
InChI InChI=1S/C27H30O16/c28-7-17-20(33)22(35)24(37)26(42-17)39-10-4-12(31)19-13(32)6-15(40-16(19)5-10)9-1-2-14(11(30)3-9)41-27-25(38)23(36)21(34)18(8-29)43-27/h1-6,17-18,20-31,33-38H,7-8H2/t17-,18?,20+,21+,22?,23?,24?,25?,26+,27+/m0/s1
InChIKey CFVDPAXOTMTQCU-DYVOXHERSA-N
Formula C27H30O16
HBA 16
HBD 10
MW 610.52
Rotatable Bonds 7
TPSA 269.43
LogP -2.77
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 610.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Launaea nudicaulis Asteraceae Plantae 43200
2 Launaea capitata Asteraceae Plantae 1423390
3 Launaea enuiloba Asteraceae Plantae 43198

Showing of synonyms

  • Mansour RMA, Ahmed AA, et al. (1983). Flavone glycosides of some Launaea species. Phytochemistry,1983,22(11),2630-2631. [View]
Pubchem: 44258093
Nmrshiftdb2: 60054151

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(cc3=O)-c4ccc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 610.52 g/mol

Structure

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

Level: 2

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 610.52 g/mol

Structure

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

Level: 1

Mol. Weight: 610.52 g/mol

Structure

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

Level: 1

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 610.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 610.52 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 610.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.56
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.480
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
10.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.750
Plasma Protein Binding
48.42
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
7.070
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.000
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.730
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.260
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
-15546.040
Rat (Acute)
2.340
Rat (Chronic Oral)
4.820
Fathead Minnow
33.360
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
465.040
Hydration Free Energy
-3.000
Log(D) at pH=7.4
-0.800
Log(P)
-1.36
Log S
-3.97
Log(Vapor Pressure)
-16.12
Melting Point
267.54
pKa Acid
3.27
pKa Basic
7.79
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 0.9668
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9668
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9349
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9349
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 4 0.9256
Nuclear receptor subfamily 5 group A member 2 O00482 NR5A2_HUMAN Homo sapiens 4 0.9256
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9021
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.9021
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8997
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8997
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8771
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8771
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8771
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8771
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8421
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8421
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8411
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8411
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8341
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8341
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8314
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8314
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8313
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8313
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8297
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8297
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8296
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8296
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8253
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8253
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8241
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8241
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8215
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8215
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8214
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8214
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8194
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8194
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8100
Serine/threonine-protein kinase toxin HipA P23874 HIPA_ECOLI Escherichia coli 3 0.8100
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8019
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 4 0.8019
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8013
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8013
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7832
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.7832
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7781
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7781
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7779
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7779
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 4 0.7761
Beta-galactosidase P00722 BGAL_ECOLI Escherichia coli 4 0.7761
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7757
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7757
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7734
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7734
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7713
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7713
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7622
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7622
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7613
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7613
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.7567
Caffeic acid O-methyltransferase Q9ZTU2 Q9ZTU2_LOLPR Lolium perenne 4 0.7567
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7555
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 4 0.7555
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7543
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7543
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 4 0.7540
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 4 0.7540
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7540
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7540
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7538
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7538
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7464
DNA polymerase theta O75417 DPOLQ_HUMAN Homo sapiens 4 0.7464
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7446
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7446
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7439
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7439
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7425
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7425
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7414
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7414
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7364
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7364
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7326
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7326
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7323
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7323
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7298
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7298
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7279
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7279
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7269
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7269
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7268
NAD-dependent protein deacetylase Q9WYW0 NPD_THEMA Thermotoga maritima 3 0.7268
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7256
DNA mismatch repair protein Msh2 P43246 MSH2_HUMAN Homo sapiens 3 0.7256
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7234
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7234
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7219
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7219
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7193
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7193
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7169
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7169
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7166
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7166
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7152
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7152
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7149
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7149
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7144
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7144
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7139
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7139
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7138
Hygromycin-B 4-O-kinase P00557 KHYB_ECOLX Escherichia coli 3 0.7138
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7132
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7132
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7108
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7108
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7089
DNA mismatch repair protein MutS P23909 MUTS_ECOLI Escherichia coli 3 0.7089
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7075
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7075
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7066
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7066
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7059
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7059
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7058
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7058
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7050
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7050
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7043
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7043
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7034
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.7034
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 3 0.7031
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 3 0.7031
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 3 0.7016
NTPase P4 Q94M05 Q94M05_9VIRU Pseudomonas phage phi12 3 0.7016
Adenosine 5'-monophosphoramidase HINT1 P80912 HINT1_RABIT Oryctolagus cuniculus 3 0.7010
Adenosine 5'-monophosphoramidase HINT1 P80912 HINT1_RABIT Oryctolagus cuniculus 3 0.7010
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7005
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7005

Download SDF