Quercetin 3-O-gentobiosyl-pentoside - Compound Card

Quercetin 3-O-gentobiosyl-pentoside

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Quercetin 3-O-gentobiosyl-pentoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone Glycoside
Canonical Smiles CO[C@@H]1O[C@@H](C(C1)OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3c(oc4c(c3=O)c(O)cc(c4)O)c3ccc(c(c3)O)O)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O)CO
InChI InChI=1S/C33H40O20/c1-46-21-7-16(18(8-34)49-21)47-9-19-23(39)26(42)28(44)32(51-19)48-10-20-24(40)27(43)29(45)33(52-20)53-31-25(41)22-15(38)5-12(35)6-17(22)50-30(31)11-2-3-13(36)14(37)4-11/h2-6,16,18-21,23-24,26-29,32-40,42-45H,7-10H2,1H3/t16?,18-,19-,20-,21-,23-,24-,26+,27+,28-,29-,32-,33+/m1/s1
InChIKey HXTPBDNXWBPPSE-ZPNLUCNASA-N
Formula C33H40O20
HBA 20
HBD 11
MW 756.66
Rotatable Bonds 11
TPSA 317.35
LogP -2.57
Number Rings 6
Number Aromatic Rings 3
Heavy Atom Count 53
Formal Charge 0
Fraction CSP3 0.55
Exact Mass 756.21
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: 162886964

No compound-protein relationship available.

Structure

SMILES: C1OCCC1OCC2CCCC(O2)OCC3CCCC(O3)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 756.66 g/mol

Structure

SMILES: C1OCCC1OCC2CCCC(O2)OCC3CCCC(O3)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 756.66 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 756.66 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 756.66 g/mol

Structure

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

Level: 2

Mol. Weight: 756.66 g/mol

Structure

SMILES: C1OCCC1OCC2CCCC(O2)OCC3CCCCO3

Level: 2

Mol. Weight: 756.66 g/mol

Structure

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

Level: 1

Mol. Weight: 756.66 g/mol

Structure

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

Level: 1

Mol. Weight: 756.66 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 756.66 g/mol

Structure

SMILES: O1CCCCC1COC2CCOC2

Level: 1

Mol. Weight: 756.66 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 756.66 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 756.66 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 756.66 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 756.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.61
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
4.040
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1357.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.710
Plasma Protein Binding
52.28
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
12.290
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-31.320
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.790
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.230
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
-2460238.210
Rat (Acute)
2.310
Rat (Chronic Oral)
4.540
Fathead Minnow
3113.070
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
269932.660
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-1.050
Log(P)
-1.19
Log S
-4.83
Log(Vapor Pressure)
-8853.94
Melting Point
203.33
pKa Acid
-33.71
pKa Basic
7.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9766
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9766
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9040
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9040
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9021
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.9021
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8992
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8992
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8987
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8987
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8878
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8878
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8816
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8816
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8681
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8681
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8581
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8581
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8480
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8480
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8419
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8419
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8351
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8351
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8266
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8266
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8266
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8266
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8255
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8255
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8239
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8239
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8198
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8198
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8107
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8107
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8056
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8056
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8051
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8051
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8040
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8040
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7932
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7932
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7890
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7890
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7874
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7874
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7808
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7808
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7805
Dihydrofolate reductase P0A017 DYR_STAAU Staphylococcus aureus 4 0.7805
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7743
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7743
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7738
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7738
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7736
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7736
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7729
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7729
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7601
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7601
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7567
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7567
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7548
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7548
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7510
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7510
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7438
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7438
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7347
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7347
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7308
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7308
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7296
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7296
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7279
DNA topoisomerase 4 subunit B H7C794 PARE_ENTFA Enterococcus faecalis 3 0.7279
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7190
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7190
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7189
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7189
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7189
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7189
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7127
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7127
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7095
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7095
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7094
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7094
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7029
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7029
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7020
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7020
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7005
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7005

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