Myricetin 7-rhamnoside - Compound Card

Myricetin 7-rhamnoside

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Myricetin 7-rhamnoside

Structure
Zoomed Structure
  • Family: Plantae - Myrsinaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles O[C@H]1[C@@H](O[C@H]([C@@H]([C@H]1O)O)C)Oc1cc(O)c2c(c1)oc(c(c2=O)O)c1cc(O)c(c(c1)O)O
InChI InChI=1S/C21H20O12/c1-6-14(25)17(28)19(30)21(31-6)32-8-4-9(22)13-12(5-8)33-20(18(29)16(13)27)7-2-10(23)15(26)11(24)3-7/h2-6,14,17,19,21-26,28-30H,1H3/t6-,14-,17+,19+,21-/m0/s1
InChIKey LPEPTRFUOKMJCH-YDOQJWOYSA-N
Formula C21H20O12
HBA 12
HBD 8
MW 464.38
Rotatable Bonds 3
TPSA 210.51
LogP 0.19
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 464.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Myrsine africana Myrsinaceae Plantae 59982

Showing of synonyms

  • Arot LO, Midiwo JO, et al. (1996). A flavonol glycoside from Myrsine africana leaves.. Phytochemistry,1996,43(5),1107-1109. [View] [PubMed]
Pubchem: 102444976
Nmrshiftdb2: 60026681

No compound-protein relationship available.

Structure

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 464.38 g/mol

Structure

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 464.38 g/mol

Structure

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

Level: 1

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 464.38 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 464.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 464.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.55
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.94
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.81
Plasma Protein Binding
86.22
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
13.61
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
-2.68
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.98
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.31
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
-94.34
Rat (Acute)
2.41
Rat (Chronic Oral)
4.33
Fathead Minnow
3.81
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
649.4
Hydration Free Energy
-4.54
Log(D) at pH=7.4
-0.49
Log(P)
-0.1
Log S
-4.47
Log(Vapor Pressure)
-12.1
Melting Point
227.52
pKa Acid
4.7
pKa Basic
7.74
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9055
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9055
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8737
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8737
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.8683
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 5 0.8683
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8515
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8515
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8513
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8513
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.8496
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 4 0.8496
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 5 0.8494
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 5 0.8494
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.8487
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 5 0.8487
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 5 0.8479
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 5 0.8479
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8465
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.8465
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8431
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8431
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8402
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8402
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8392
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8392
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8337
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8337
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8336
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8336
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8327
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8327
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8317
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8317
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8296
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.8296
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8183
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8183
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8163
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8163
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8154
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.8154
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8084
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.8084
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8014
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8014
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.8014
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.8014
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7905
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7905
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7896
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7896
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7857
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7857
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7850
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7850
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7742
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7742
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7715
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7715
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.7700
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 5 0.7700
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7699
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7699
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7667
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7667
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7631
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7631
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7629
5-methylthioadenosine/S-adenosylhomocysteine deaminase Q7NZ90 Q7NZ90_CHRVO Chromobacterium violaceum 3 0.7629
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7582
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7582
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7537
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7537
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7535
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7535
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 3 0.7505
Beta-glucosidase 12 B8AVF0 BGL12_ORYSI Oryza sativa subsp. indica 3 0.7505
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7471
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7471
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7431
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7431
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7415
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7415
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7404
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7404
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7397
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7397
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7390
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7390
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7388
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7388
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7365
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7365
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7361
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7361
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7355
Casein kinase I isoform gamma-3 Q9Y6M4 KC1G3_HUMAN Homo sapiens 4 0.7355
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7347
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7347
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7315
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7315
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7295
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7295
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 4 0.7292
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 4 0.7292
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7272
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7272
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7268
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7268
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7260
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7260
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7245
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7245
Cytosine-specific methyltransferase Q8EVR5 Q8EVR5_MYCPE Mycoplasma penetrans 4 0.7245
Cytosine-specific methyltransferase Q8EVR5 Q8EVR5_MYCPE Mycoplasma penetrans 4 0.7245
GMP synthase [glutamine-hydrolyzing] Q8IJR9 Q8IJR9_PLAF7 Plasmodium falciparum 5 0.7242
GMP synthase [glutamine-hydrolyzing] Q8IJR9 Q8IJR9_PLAF7 Plasmodium falciparum 5 0.7242
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7216
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7216
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7211
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7211
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7204
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7204
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7196
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7196
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7190
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7190
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7167
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7167
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 4 0.7158
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 4 0.7158
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7143
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 4 0.7143
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7120
Ribosomal RNA large subunit methyltransferase J P37634 RLMJ_ECOLI Escherichia coli 4 0.7120
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7112
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7112
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7103
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7103
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7079
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7079
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 5 0.7056
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 5 0.7056
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7054
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7054
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7046
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7046
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7035
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7035
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7032
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7032
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7030
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7030
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7012
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7012
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7003
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7003

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