Quercetin 3-O-sambubioside - Compound Card

Quercetin 3-O-sambubioside

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Quercetin 3-O-sambubioside

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@H]1O[C@@H](O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1OC[C@H]([C@@H]([C@H]1O)O)O)c1ccc(c(c1)O)O
InChI InChI=1S/C25H26O16/c26-8-4-11(29)14-13(5-8)38-20(7-1-2-9(27)10(28)3-7)21(16(14)32)39-25-19(35)17(33)22(23(36)41-25)40-24-18(34)15(31)12(30)6-37-24/h1-5,12,15,17-19,22-31,33-36H,6H2/t12-,15+,17+,18-,19+,22-,23-,24+,25+/m1/s1
InChIKey OMMQWNOUUITFLJ-DBBSPNDZSA-N
Formula C25H26O16
HBA 16
HBD 10
MW 582.47
Rotatable Bonds 5
TPSA 269.43
LogP -2.12
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.4
Exact Mass 582.12
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Tabebuia argentea Bignoniaceae Plantae 3350745

Showing of synonyms

  • De Abreu B, Temraz A, et al. (2014). Phenolic glycosides from Tabebuia argentea and Catalpa bignonioides. Phytochemistry Letters,2014,7,85-88. [View]
Pubchem: 162857193
Nmrshiftdb2: 70002394

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC(OC4)CCC4OC5CCCCO5

Level: 3

Mol. Weight: 582.47 g/mol

Structure

SMILES: c1cccc(c12)occ(c2=O)OC(OC3)CCC3OC4CCCCO4

Level: 2

Mol. Weight: 582.47 g/mol

Structure

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

Level: 2

Mol. Weight: 582.47 g/mol

Structure

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

Level: 1

Mol. Weight: 582.47 g/mol

Structure

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

Level: 1

Mol. Weight: 582.47 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 582.47 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 582.47 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 582.47 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 582.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.44
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.84
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
5.43

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.72
Plasma Protein Binding
68.47
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
11.73
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-3.7
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.0
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.83
Micronucleos
Toxic
NR-AhR
Toxic
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
-5379.65
Rat (Acute)
2.26
Rat (Chronic Oral)
4.24
Fathead Minnow
12.37
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
598.32
Hydration Free Energy
-3.06
Log(D) at pH=7.4
-0.89
Log(P)
-0.08
Log S
-4.58
Log(Vapor Pressure)
-12.07
Melting Point
223.45
pKa Acid
3.66
pKa Basic
8.77
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9060
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9060
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9016
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9016
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 0.8908
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8908
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8887
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8887
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8867
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8867
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8799
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8799
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8698
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8698
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8615
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8615
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8576
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8576
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8549
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8549
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8468
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8468
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8292
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8292
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8216
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8216
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8161
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.8161
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.8121
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.8121
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8089
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8089
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8088
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8088
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8080
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.8080
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8055
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8055
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8055
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8055
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.8042
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.8042
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8041
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8041
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8030
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8030
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8012
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8012
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8002
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8002
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7990
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7990
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7979
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7979
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7939
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7939
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7914
Orf1a polyprotein Q692E5 Q692E5_CVHSA SARS coronavirus TJF 3 0.7914
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7909
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7909
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7855
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 5 0.7855
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7812
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7812
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7790
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7790
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7680
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7680
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7643
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7643
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7634
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7634
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7613
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7613
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7533
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7533
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7508
Cyclic dipeptide N-prenyltransferase D1D8L6 D1D8L6_ASPFM Neosartorya fumigata 3 0.7508
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7505
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7505
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7483
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7483
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7471
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7471
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7468
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7468
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7455
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7455
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7445
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7445
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 2 0.7417
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 2 0.7417
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7403
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7403
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7402
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7402
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7392
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7392
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7382
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7382
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7348
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7348
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7345
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7345
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7321
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7321
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7314
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7314
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7269
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7269
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7256
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7256
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7251
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7251
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7231
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 4 0.7231
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7223
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7223
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7218
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7218
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7170
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7170
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7164
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7164
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7148
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7148
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7133
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.7133
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7105
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7105
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7103
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7103
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7059
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7059
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7044
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7044
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7034
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7034
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7023
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7023
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7013
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7013
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7012
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7012

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