Quercetin 3-O-gentiobioside - Compound Card

Quercetin 3-O-gentiobioside

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Quercetin 3-O-gentiobioside

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles OC[C@H]1O[C@@H](OC[C@H]2OC(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
InChI InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)40-7-15-18(34)21(37)23(39)27(43-15)44-25-19(35)16-12(32)4-9(29)5-13(16)41-24(25)8-1-2-10(30)11(31)3-8/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27?/m1/s1
InChIKey FDRQPMVGJOQVTL-HNCGGYICSA-N
Formula C27H30O17
HBA 17
HBD 11
MW 626.52
Rotatable Bonds 7
TPSA 289.66
LogP -2.71
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.44
Exact Mass 626.15
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Ficus mucuso Moraceae Plantae 309328
2 Ficus sur Moraceae Plantae 100575
3 Ficus saussureana Moraceae Plantae 309296

Showing of synonyms

  • Greenham JR, Grayer RJ, et al. (2007). Intra-and interspecific variations in vacuolar flavonoids among Ficus species from the Budongo Forest, Uganda.. Biochemical systematics and ecology,2007,35(2),81-90. [View] [PubMed]
Pubchem: 13915963
Nmrshiftdb2: 60145986

No compound-protein relationship available.

Structure

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

Level: 3

Mol. Weight: 626.52 g/mol

Structure

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

Level: 2

Mol. Weight: 626.52 g/mol

Structure

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

Level: 2

Mol. Weight: 626.52 g/mol

Structure

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

Level: 1

Mol. Weight: 626.52 g/mol

Structure

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

Level: 1

Mol. Weight: 626.52 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 626.52 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 626.52 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 626.52 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 626.52 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.46
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.460
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
15.08

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.680
Plasma Protein Binding
59.26
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
10.340
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-4.230
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.960
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.140
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
-22393.890
Rat (Acute)
2.260
Rat (Chronic Oral)
4.130
Fathead Minnow
45.290
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
410.430
Hydration Free Energy
-2.930
Log(D) at pH=7.4
-1.290
Log(P)
-1.03
Log S
-4.45
Log(Vapor Pressure)
-18.46
Melting Point
215.17
pKa Acid
3.23
pKa Basic
9.71
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8994
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8994
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8986
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8986
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8903
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8903
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8715
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8715
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8624
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8624
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8453
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8453
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8404
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8404
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8316
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8316
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8308
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8308
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8294
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8294
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8163
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8163
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8009
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8009
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7984
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.7984
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7958
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7958
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7958
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7958
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7879
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7879
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7872
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7872
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7838
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7838
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7698
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7698
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7692
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7692
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7653
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7653
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7588
Beta-glucuronidase P05804 BGLR_ECOLI Escherichia coli 3 0.7588
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7558
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7558
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7497
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7497
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7496
Protein polybromo-1 Q86U86 PB1_HUMAN Homo sapiens 5 0.7496
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7495
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7495
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7490
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7490
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7474
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7474
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7471
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7471
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7324
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7324
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7253
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7253
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7238
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7238
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7190
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7190
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7170
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7170
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7166
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7166
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7126
O-methyltransferase family 2 D5STZ7 D5STZ7_PLAL2 Planctopirus limnophila 4 0.7126
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7119
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7119
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7107
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7107
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7105
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 6 0.7105
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7081
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7081
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7079
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7079
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7052
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7052
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7051
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7051
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7013
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.7013

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