Isorhamnetin 3,7-disulphate - Compound Card

Isorhamnetin 3,7-disulphate

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Isorhamnetin 3,7-disulphate

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Sulphate
Canonical Smiles COc1cc(ccc1O)c1oc2cc(cc(c2c(=O)c1OS(=O)(=O)[O-])O)OS(=O)(=O)[O-]
InChI InChI=1S/C16H12O13S2/c1-26-11-4-7(2-3-9(11)17)15-16(29-31(23,24)25)14(19)13-10(18)5-8(6-12(13)27-15)28-30(20,21)22/h2-6,17-18H,1H3,(H,20,21,22)(H,23,24,25)/p-2
InChIKey ROYNQIRDSFCDQL-UHFFFAOYSA-L
Formula C16H10O13S2-2
HBA 13
HBD 2
MW 474.38
Rotatable Bonds 6
TPSA 212.76
LogP 0.56
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 31
Formal Charge -2
Fraction CSP3 0.06
Exact Mass 473.96
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Conyza dioscoridis Asteraceae Plantae 264977

Showing of synonyms

  • 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: 91934638
Bindingdb: 50292354

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 474.38 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 474.38 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 474.38 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.69
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.470
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-4.27

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.930
Plasma Protein Binding
68.17
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
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.790
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Toxic
Bee
Safe
Bioconcentration Factor
1.420
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Toxic
Eye Irritation
Toxic
Maximum Tolerated Dose
0.590
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.850
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
-6.730
Rat (Acute)
2.150
Rat (Chronic Oral)
1.950
Fathead Minnow
4.040
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
561.660
Hydration Free Energy
-3.060
Log(D) at pH=7.4
-1.590
Log(P)
2.1
Log S
-1.96
Log(Vapor Pressure)
-12.8
Melting Point
231.3
pKa Acid
7.13
pKa Basic
-1.85
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9090
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9090
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8934
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8934
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8796
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8796
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8777
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8777
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 3 0.8725
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 3 0.8725
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8672
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8672
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8638
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8638
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8625
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8625
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8487
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8487
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8481
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.8481
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8394
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8394
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8325
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8325
L-methionine gamma-lyase Q84AR1 Q84AR1_CITFR Citrobacter freundii 4 0.8291
L-methionine gamma-lyase Q84AR1 Q84AR1_CITFR Citrobacter freundii 4 0.8291
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.8200
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 3 0.8200
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8199
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8199
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8161
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8161
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8154
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8154
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8103
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8103
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8088
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8088
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8078
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8078
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8062
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8062
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8007
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8007
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7983
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7983
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7940
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7940
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7933
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7933
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7931
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7931
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7895
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7895
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7886
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7886
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.7830
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase P19992 HSD_STREX Streptomyces exfoliatus 3 0.7830
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7783
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7783
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7770
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7770
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7761
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7761
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7484
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7484
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7474
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7474
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7469
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7469
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7379
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7379
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.7360
Glycogen phosphorylase, liver form P06737 PYGL_HUMAN Homo sapiens 3 0.7360
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7346
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7346
Mitogen-activated protein kinase 1 P63086 MK01_RAT Rattus norvegicus 3 0.7328
Mitogen-activated protein kinase 1 P63086 MK01_RAT Rattus norvegicus 3 0.7328
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7304
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 4 0.7304
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7253
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7253
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7244
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7244
5-formaminoimidazole-4-carboxamide-1-(beta)-D-ribofuranosyl 5'-monophosphate synthetase Q8U0R7 PURP_PYRFU Pyrococcus furiosus 3 0.7207
5-formaminoimidazole-4-carboxamide-1-(beta)-D-ribofuranosyl 5'-monophosphate synthetase Q8U0R7 PURP_PYRFU Pyrococcus furiosus 3 0.7207
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7143
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7143
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7130
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7130
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7128
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7128
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7086
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7086
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7050
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7050
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7027
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7027
Hydroxymethylglutaryl-CoA synthase Q9FD71 HMGCS_ENTFL Enterococcus faecalis 2 0.7017
Hydroxymethylglutaryl-CoA synthase Q9FD71 HMGCS_ENTFL Enterococcus faecalis 2 0.7017

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