Quercetin 3-O-rhamnopyranoside - Compound Card

Quercetin 3-O-rhamnopyranoside

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Quercetin 3-O-rhamnopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles Oc1cc(O)c2c(c1)oc(c(c2=O)O[C@@H]1OC(C)[C@@H](C([C@@H]1O)O)O)c1ccc(c(c1)O)O
InChI InChI=1S/C21H20O11/c1-7-15(26)17(28)18(29)21(30-7)32-20-16(27)14-12(25)5-9(22)6-13(14)31-19(20)8-2-3-10(23)11(24)4-8/h2-7,15,17-18,21-26,28-29H,1H3/t7?,15-,17?,18-,21-/m0/s1
InChIKey OXGUCUVFOIWWQJ-KNPIPFGMSA-N
Formula C21H20O11
HBA 11
HBD 7
MW 448.38
Rotatable Bonds 3
TPSA 190.28
LogP 0.49
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 448.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Maesa lanceolata Myrsinaceae Plantae 992730

Showing of synonyms

  • Manguro LO, Midiwo JO, et al. (2011). Triterpene saponins of Maesa lanceolata leaves.. Arkivoc,2011,ii,172-198. [View] [PubMed]
Pubchem: 44259217

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 448.38 g/mol

Structure

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

Level: 1

Mol. Weight: 448.38 g/mol

Structure

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

Level: 1

Mol. Weight: 448.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 448.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 448.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 448.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.68
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.61
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
75.22
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
14.37
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.55
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.21
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.63
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
-61.35
Rat (Acute)
2.36
Rat (Chronic Oral)
3.97
Fathead Minnow
3.72
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
623.6
Hydration Free Energy
-6.04
Log(D) at pH=7.4
0.57
Log(P)
1.42
Log S
-4.1
Log(Vapor Pressure)
-11.13
Melting Point
206.58
pKa Acid
4.66
pKa Basic
7.49
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9764
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9764
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9390
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9390
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9063
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9063
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8946
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8946
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8859
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8859
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8754
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8754
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8644
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8644
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8540
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8540
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8463
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8463
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8427
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8427
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8324
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8324
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8293
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8293
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8224
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8224
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8218
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8218
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8213
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8213
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8186
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8186
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.8124
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.8124
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8096
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8096
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8078
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8078
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8062
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8062
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8045
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8045
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8036
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8036
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8017
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8017
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8006
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8006
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7931
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7931
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7920
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7920
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7908
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7908
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7901
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7901
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7895
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7895
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7811
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7811
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7801
Gag-Pol polyprotein P03369 POL_HV1A2 Human immunodeficiency virus type 1 group M subtype B 3 0.7801
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7753
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7753
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7703
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7703
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7692
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7692
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7687
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7687
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7671
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7671
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7667
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7667
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7582
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7582
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7564
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7564
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7500
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7500
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7495
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7495
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7472
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7472
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.7459
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.7459
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7359
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7359
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7318
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7318
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7298
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7298
Primosomal protein N' A6TGC5 A6TGC5_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.7242
Primosomal protein N' A6TGC5 A6TGC5_KLEP7 Klebsiella pneumoniae subsp. pneumoniae 4 0.7242
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7188
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.7188
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7172
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7172
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7170
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7170
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7157
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7157
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7146
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7146
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7087
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7087
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7048
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7048
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7002
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7002

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