Isorhamnetin 3-O-galactoside - Compound Card

Isorhamnetin 3-O-galactoside

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Isorhamnetin 3-O-galactoside

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OCC1OC(Oc2c(oc3c(c2=O)c(O)cc(c3)O)c2ccc(c(c2)OC)O)C(C(C1O)O)O
InChI InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3
InChIKey CQLRUIIRRZYHHS-UHFFFAOYSA-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 Tephrosia vogelii Leguminosae/Fabaceae Plantae 1157238
2 Rosmarinuseriocalyx Lamiaceae Plantae —

Showing of synonyms

  • Stevenson PC, Kite GC, et al. (2012). Distinct chemotypes of Tephrosia vogelii and implications for their use in pest control and soil enrichment.. Phytochemistry,2012(78),135-146. [View] [PubMed]
  • Boudiar T, Lozano-Sánchez J, et al. (2019). Phytochemical characterization of bioactive compounds composition of Rosmarinus eriocalyx by RP–HPLC–ESI–QTOF–MS. Natural product research, 2019, 33(15), 2208-2214. [View] [PubMed]
Pubchem: 13245586
Chebi: 139461
Nmrshiftdb2: 60024495

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 478.41 g/mol

Structure

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

Level: 1

Mol. Weight: 478.41 g/mol

Structure

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

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)
-6.66
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.46
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.27

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.86
Plasma Protein Binding
22.1
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
14.75
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.07
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.09
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.37
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
-182.1
Rat (Acute)
2.28
Rat (Chronic Oral)
4.26
Fathead Minnow
3.96
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
625.21
Hydration Free Energy
-3.77
Log(D) at pH=7.4
0.37
Log(P)
0.21
Log S
-4.57
Log(Vapor Pressure)
-10.72
Melting Point
193.15
pKa Acid
4.93
pKa Basic
6.35
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9562
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9562
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9115
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9115
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9080
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9080
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9062
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9062
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8938
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.8938
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8905
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8905
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8842
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8842
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8781
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8781
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8676
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8676
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8622
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8622
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8606
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8606
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8591
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8591
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8588
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8588
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8573
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8573
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8523
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8523
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8519
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.8519
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8371
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8371
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8351
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8351
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8285
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.8285
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8270
Methionine aminopeptidase P0AE18 MAP1_ECOLI Escherichia coli 3 0.8270
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8250
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8250
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8212
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8212
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8136
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8136
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8119
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8119
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8073
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8073
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8068
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.8068
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8035
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.8035
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 4 0.7975
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 4 0.7975
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7968
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7968
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7962
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7962
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7952
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7952
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7915
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7915
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7911
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7911
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7880
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7880
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7864
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.7864
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7843
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7843
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7790
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7790
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7784
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7784
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7726
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7726
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7657
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7657
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7655
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7655
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7604
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7604
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7588
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7588
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7587
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7587
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7536
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7536
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7535
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7535
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7491
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7491
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7490
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7490
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7473
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7473
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7454
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7454
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7428
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7428
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7421
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7421
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7404
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7404
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7391
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7391
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7365
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 4 0.7365
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7363
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7363
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7363
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7363
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7325
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.7325
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7297
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7297
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7277
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7277
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7253
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7253
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7247
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7247
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7245
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7245
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7215
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7215
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7204
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7204
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7194
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7194
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7188
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7188
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7174
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.7174
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7174
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7174
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7168
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7168
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7168
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7168
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7149
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7149
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7136
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7136
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7113
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7113
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7110
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7110
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7106
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7106
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7106
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7106
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7103
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7103
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7102
Beta-hexosaminidase Q9KU37 NAGZ_VIBCH Vibrio cholerae serotype O1 3 0.7102
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7058
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7058
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7017
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7017
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7015
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7015
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7010
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7010

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