Isorhamnetin 3-galactoside - Compound Card

Isorhamnetin 3-galactoside

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Isorhamnetin 3-galactoside

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonol Glycoside
Canonical Smiles OC[C@@H]1O[C@H](Oc2c(ccc(c2OC)O)c2cc(=O)c3c(o2)cc(cc3O)O)[C@H]([C@@H]([C@@H]1O)O)O
InChI InChI=1S/C22H22O12/c1-31-21-10(25)3-2-9(13-6-12(27)16-11(26)4-8(24)5-14(16)32-13)20(21)34-22-19(30)18(29)17(28)15(7-23)33-22/h2-6,15,17-19,22-26,28-30H,7H2,1H3/t15-,17+,18+,19-,22+/m0/s1
InChIKey ROCABZXJGSDJEA-AFGIDWACSA-N
Formula C22H22O12
HBA 12
HBD 7
MW 478.41
Rotatable Bonds 5
TPSA 199.51
LogP -0.24
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 478.11
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Iphiona scabra Asteraceae Plantae 211591

Showing of synonyms

  • Ahmed AA, Mabry TJ (1987). Flavonoids from Iphiona scabra. Phytochemistry,1987,26(5),1517-1518. [View]
Pubchem: 162816899
Nmrshiftdb2: 60114385

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3c(cccc3)OC4CCCCO4

Level: 2

Mol. Weight: 478.41 g/mol

Structure

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

Level: 1

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 478.41 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 478.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 478.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.71
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.580
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.820
Plasma Protein Binding
77.47
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
13.790
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.330
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.880
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.150
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
-179.560
Rat (Acute)
2.290
Rat (Chronic Oral)
4.080
Fathead Minnow
3.960
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
637.240
Hydration Free Energy
-3.610
Log(D) at pH=7.4
0.350
Log(P)
0.7
Log S
-4.89
Log(Vapor Pressure)
-11.6
Melting Point
201.88
pKa Acid
5.61
pKa Basic
6.08
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9143
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9143
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8959
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8959
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8873
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8873
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8808
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8808
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8580
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8580
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8444
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8444
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8414
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8414
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8375
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8375
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8260
Maltose/maltodextrin-binding periplasmic protein P0AEX9 MALE_ECOLI Escherichia coli 3 0.8260
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8197
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8197
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8169
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.8169
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8095
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8095
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7993
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7993
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.7899
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.7899
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7850
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7850
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7768
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7768
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7717
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7717
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7701
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7701
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7686
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7686
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7672
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7672
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7622
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7622
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7585
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.7585
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7566
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7566
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7553
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7553
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7551
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7551
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7499
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7499
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7441
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7441
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7424
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7424
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7393
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7393
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7374
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7374
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7366
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7366
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7358
Major strawberry allergen Fra a 1-3 D0E0C7 FRA13_FRAAN Fragaria ananassa 4 0.7358
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7352
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7352
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7342
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7342
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7334
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7334
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7285
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7285
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7254
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7254
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7235
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7235
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7227
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7227
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7208
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7208
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7184
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7184
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7163
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7163
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7118
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7118
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7110
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7110
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7096
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7096
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7018
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7018

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