Isorhamnetin 3-sulphate - Compound Card

Isorhamnetin 3-sulphate

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Isorhamnetin 3-sulphate

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Sulphate
Canonical Smiles COc1cc(ccc1[O-])c1oc2cc(O)cc(c2c(=O)c1OS(=O)(=O)[O-])O
InChI InChI=1S/C16H12O10S/c1-24-11-4-7(2-3-9(11)18)15-16(26-27(21,22)23)14(20)13-10(19)5-8(17)6-12(13)25-15/h2-6,17-19H,1H3,(H,21,22,23)/p-2
InChIKey CZFNXFXZXWDYMZ-UHFFFAOYSA-L
Formula C16H10O10S-2
HBA 10
HBD 2
MW 394.31
Rotatable Bonds 4
TPSA 169.39
LogP 0.79
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 27
Formal Charge -2
Fraction CSP3 0.06
Exact Mass 394.0
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Conyza dioscoridis Asteraceae Plantae 264977
2 Senecio gallicus Asteraceae Plantae 121545
3 Senecio hoggariensis Asteraceae Plantae 352207

Showing of synonyms

  • Mansour RMA, Saleh NAM (1981). Flavonoids of three local Senecio species. Phytochemistry, 1981,20(5),1180-1181. [View]
  • Ahmed AA, Meek FR, et al. (1987). Sulfated and non-sulfated flavonoids from Pluchea dioscoridis. Journal of Natural Products,1987,50(2),311. [View]
Pubchem: 44123491

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 394.31 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 394.31 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 394.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.47
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.400
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-4.97

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.200
Plasma Protein Binding
82.1
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
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
8.890
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.240
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.470
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.390
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
6.990
Rat (Acute)
2.220
Rat (Chronic Oral)
1.560
Fathead Minnow
3.950
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
549.320
Hydration Free Energy
-5.040
Log(D) at pH=7.4
-0.190
Log(P)
1.83
Log S
-2.51
Log(Vapor Pressure)
-11.17
Melting Point
265.16
pKa Acid
6.57
pKa Basic
0.51
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9170
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9170
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9122
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9122
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9018
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9018
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8874
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8874
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.8814
Polymerase basic protein 2 P31345 PB2_I75A3 Influenza A virus 3 0.8814
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8810
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8810
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8750
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8750
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8747
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8747
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8641
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8641
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8616
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8616
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8572
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8572
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8472
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8472
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8455
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8455
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8451
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8451
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8382
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8382
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8364
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8364
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8330
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8330
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8328
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 4 0.8328
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8286
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8286
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8270
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8270
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.8245
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 6 0.8245
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8235
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.8235
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8230
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8230
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8200
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8200
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8163
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8163
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8122
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8122
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8054
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8054
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8001
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.8001
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8000
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8000
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7982
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7982
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7978
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7978
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7957
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7957
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7947
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7947
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7943
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7943
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7909
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7909
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7850
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7850
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7837
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7837
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7828
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7828
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7804
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7804
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7783
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7783
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7771
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7771
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7770
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7770
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7718
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7718
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7702
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7702
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7677
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7677
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7676
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7676
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7614
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7614
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7598
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7598
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7582
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7582
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7582
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7582
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7580
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7580
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7577
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7577
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7576
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7576
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7511
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7511
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7462
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7462
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 3 0.7459
Prostaglandin reductase 3 Q8N4Q0 PTGR3_HUMAN Homo sapiens 3 0.7459
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7428
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7428
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7411
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7411
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.7408
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.7408
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.7395
Inosine-5'-monophosphate dehydrogenase P50097 IMDH_TRIFO Tritrichomonas foetus 3 0.7395
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7341
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7341
Maltokinase A1TH50 MAK_MYCVP Mycolicibacterium vanbaalenii 3 0.7336
Maltokinase A1TH50 MAK_MYCVP Mycolicibacterium vanbaalenii 3 0.7336
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7326
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 7 0.7326
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7310
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 4 0.7310
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7306
Caspase-3 P42574 CASP3_HUMAN Homo sapiens 2 0.7306
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7301
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7301
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7272
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7272
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7270
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7270
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7257
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7257
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7255
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7255
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7199
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7199
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7197
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 4 0.7197
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7175
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7175
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7175
5-formyltetrahydrofolate cyclo-ligase P75430 MTHFS_MYCPN Mycoplasma pneumoniae 2 0.7175
Cytosolic IMP-GMP specific 5'-nucleotidase Q5ZZB6 Q5ZZB6_LEGPH Legionella pneumophila subsp. pneumophila 4 0.7167
Cytosolic IMP-GMP specific 5'-nucleotidase Q5ZZB6 Q5ZZB6_LEGPH Legionella pneumophila subsp. pneumophila 4 0.7167
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7149
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7149
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7138
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7138
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7117
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7117
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7103
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7103
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7102
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7102
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7079
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7079
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7023
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7023
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7019
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7019

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