Isoquercitrin 6''-O-p-hydroxybenzoate - Compound Card

Isoquercitrin 6''-O-p-hydroxybenzoate

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Isoquercitrin 6''-O-p-hydroxybenzoate

Structure
Zoomed Structure
  • Family: Plantae - Anacardiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles Oc1ccc(cc1)C(=O)OCC1O[C@H](OC2C(Oc3c(C2=O)c(O)cc(c3)O)c2ccc(c(c2)O)O)[C@H](C([C@@H]1O)O)O
InChI InChI=1S/C28H26O14/c29-13-4-1-11(2-5-13)27(38)39-10-19-21(34)23(36)24(37)28(41-19)42-26-22(35)20-17(33)8-14(30)9-18(20)40-25(26)12-3-6-15(31)16(32)7-12/h1-9,19,21,23-26,28-34,36-37H,10H2/t19?,21-,23?,24+,25?,26?,28-/m1/s1
InChIKey IFJGZEDRSDXZES-USWJUXOUSA-N
Formula C28H26O14
HBA 14
HBD 8
MW 586.5
Rotatable Bonds 6
TPSA 232.9
LogP 0.58
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 586.13
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Schinus molle Anacardiaceae Plantae 43851

Showing of synonyms

  • Marzouk MS, Moharram FA, et al. (2006). Antioxidant flavonol glycosides from Schinus molle. Phytotherapy Research,2006,20(3),200-205. [View] [PubMed]
Pubchem: 163077302
Nmrshiftdb2: 60026888

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)OC(C3=O)C(c4ccccc4)Oc(c35)cccc5

Level: 3

Mol. Weight: 586.5 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)OC(C3=O)COc(c34)cccc4

Level: 2

Mol. Weight: 586.5 g/mol

Structure

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

Level: 2

Mol. Weight: 586.5 g/mol

Structure

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

Level: 1

Mol. Weight: 586.5 g/mol

Structure

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

Level: 1

Mol. Weight: 586.5 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 586.5 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 586.5 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 586.5 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 586.5 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.72
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.260
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
5.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.820
Plasma Protein Binding
35.59
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
13.050
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.020
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.860
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.000
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
-9823.710
Rat (Acute)
2.400
Rat (Chronic Oral)
4.110
Fathead Minnow
23.140
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
502.350
Hydration Free Energy
-3.130
Log(D) at pH=7.4
1.650
Log(P)
1.85
Log S
-5.59
Log(Vapor Pressure)
-12.08
Melting Point
215.51
pKa Acid
6.05
pKa Basic
5.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9563
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9563
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9283
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9283
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8850
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8850
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8840
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8840
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8816
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8816
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8735
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8735
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8578
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8578
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8541
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8541
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8471
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8471
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8462
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8462
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8407
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8407
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8403
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.8403
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8317
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8317
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8301
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8301
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8271
Thymidylate synthase P0A886 TYSY_ECO57 Escherichia coli O157:H7 3 0.8271
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8198
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8198
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8173
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.8173
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8106
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8106
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8078
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8078
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8060
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8060
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8033
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.8033
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8021
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.8021
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7899
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7899
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7897
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7897
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7855
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7855
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7782
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7782
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7771
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7771
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7766
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7766
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7762
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7762
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7759
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7759
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7724
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7724
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7673
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7673
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7668
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7668
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7654
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7654
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7636
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7636
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7544
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7544
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7531
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7531
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7509
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7509
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7500
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7500
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7500
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 4 0.7500
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7499
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7499
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7436
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7436
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7414
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7414
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7384
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7384
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.7367
S-norcoclaurine synthase Q67A25 NCS_THLFG Thalictrum flavum subsp. glaucum 3 0.7367
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 4 0.7316
Heat shock protein 75 kDa, mitochondrial Q12931 TRAP1_HUMAN Homo sapiens 4 0.7316
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7313
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 2 0.7313
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7302
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7302
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7300
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7300
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7295
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7295
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7278
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7278
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7244
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7244
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7243
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7243
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7235
Oxygenase Q194P4 Q194P4_STRAA Streptomyces argillaceus 3 0.7235
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7234
Disintegrin and metalloproteinase domain-containing protein 17 P78536 ADA17_HUMAN Homo sapiens 3 0.7234
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7225
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7225
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7214
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7214
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7202
Beta-galactoside-specific lectin 1 P81446 ML1_VISAL Viscum album 3 0.7202
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7175
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7175
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7169
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7169
Dihydrolipoyl dehydrogenase P9WHH9 DLDH_MYCTU Mycobacterium tuberculosis 4 0.7167
Dihydrolipoyl dehydrogenase P9WHH9 DLDH_MYCTU Mycobacterium tuberculosis 4 0.7167
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7159
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7159
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7151
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7151
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7140
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7140
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7130
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7130
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7120
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7120
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7104
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7104
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7101
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7101
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7100
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7100
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 4 0.7081
Dihydrofolate reductase Q81R22 Q81R22_BACAN Bacillus anthracis 4 0.7081
Thymidylate kinase Q8I4S1 Q8I4S1_PLAF7 Plasmodium falciparum 4 0.7062
Thymidylate kinase Q8I4S1 Q8I4S1_PLAF7 Plasmodium falciparum 4 0.7062
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7061
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7061
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7059
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7059
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7058
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7058
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7050
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7050
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7041
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 2 0.7041
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7023
Gag-Pol polyprotein P04585 POL_HV1H2 Human immunodeficiency virus type 1 group M subtype B 3 0.7023
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7005
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7005
Formate--tetrahydrofolate ligase P21164 FTHS_MOOTH Moorella thermoacetica 2 0.7005
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7005

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