Isorhamnetin 3-galactorhamnoside - Compound Card

Isorhamnetin 3-galactorhamnoside

Select a section from the left sidebar

Isorhamnetin 3-galactorhamnoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles COc1cc(ccc1O)c1oc2cc(O)cc(c2c(=O)c1OC1O[C@H](CO[C@@H]2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)[C@@H]([C@@H]([C@H]1O)O)O)O
InChI InChI=1S/C28H32O16/c1-9-18(32)21(35)23(37)27(41-9)40-8-16-19(33)22(36)24(38)28(43-16)44-26-20(34)17-13(31)6-11(29)7-15(17)42-25(26)10-3-4-12(30)14(5-10)39-2/h3-7,9,16,18-19,21-24,27-33,35-38H,8H2,1-2H3/t9-,16+,18-,19-,21+,22-,23+,24+,27+,28?/m0/s1
InChIKey UIDGLYUNOUKLBM-IDQQZYJHSA-N
Formula C28H32O16
HBA 16
HBD 9
MW 624.55
Rotatable Bonds 7
TPSA 258.43
LogP -1.38
Number Rings 5
Number Aromatic Rings 3
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 624.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Bupleurum spinosum Apiaceae Plantae 199135

Showing of synonyms

  • Bencheraiet R, Kabouche A, et al. (2012). Flavonol 3-O-glycosides from three Algerian Bupleurum species. Records of Natural Products,2012,6(2),171-174. [View]
Pubchem: 5491808
Chebi: 132898
Nmrshiftdb2: 70093506
Metabolights: MTBLC132898

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 624.55 g/mol

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 624.55 g/mol

Structure

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

Level: 2

Mol. Weight: 624.55 g/mol

Structure

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

Level: 1

Mol. Weight: 624.55 g/mol

Structure

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

Level: 1

Mol. Weight: 624.55 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 624.55 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 624.55 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 624.55 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 624.55 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.64
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.200
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
13.75

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.820
Plasma Protein Binding
63.52
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
12.350
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.310
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.900
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.670
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
-22491.220
Rat (Acute)
2.270
Rat (Chronic Oral)
4.410
Fathead Minnow
45.690
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
363.340
Hydration Free Energy
-2.930
Log(D) at pH=7.4
-0.270
Log(P)
-0.2
Log S
-4.94
Log(Vapor Pressure)
-16.85
Melting Point
211.53
pKa Acid
4.18
pKa Basic
6.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9117
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9117
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9091
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9091
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8988
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8988
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8940
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8940
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8914
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8914
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8879
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8879
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8833
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8833
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8831
ATP synthase subunit alpha, mitochondrial P19483 ATPA_BOVIN Bos taurus 3 0.8831
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8783
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8783
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8728
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8728
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8647
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8647
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8590
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8590
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8568
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8568
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8501
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8501
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8358
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8358
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8346
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8346
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8343
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.8343
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8245
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8245
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8227
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8227
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8218
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8218
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8140
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8140
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8128
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8128
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8109
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8109
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8107
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8107
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8080
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8080
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8062
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8062
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8007
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.8007
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7995
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7995
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7964
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7964
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7889
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7889
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7868
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7868
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7834
Dihydrofolate reductase P00378 DYR_CHICK Gallus gallus 3 0.7834
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7803
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7803
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7781
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7781
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7774
Anthocyanidin 3-O-glucosyltransferase UFGT P51094 UFOG_VITVI Vitis vinifera 4 0.7774
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7771
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7771
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7736
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7736
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7681
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7681
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7653
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7653
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.7649
Capsid protein VP1 O56137 O56137_9VIRU Adeno-associated virus - 6 4 0.7649
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7562
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7562
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7543
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7543
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7515
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7515
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7443
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7443
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7439
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7439
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7401
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7401
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7396
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7396
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7358
Lactoperoxidase P80025 PERL_BOVIN Bos taurus 3 0.7358
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7353
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7353
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7285
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7285
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7258
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7258
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7244
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 3 0.7244
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7241
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 5 0.7241
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7233
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7233
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.7214
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.7214
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7198
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7198
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7198
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7198
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7184
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7184
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7113
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7113
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7100
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7100
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7094
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.7094
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7090
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7090
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7090
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7090
Acyl-CoA dehydrogenase, short-chain specific Q06319 ACDS_MEGEL Megasphaera elsdenii 4 0.7087
Acyl-CoA dehydrogenase, short-chain specific Q06319 ACDS_MEGEL Megasphaera elsdenii 4 0.7087
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7074
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7074
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7072
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7072
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7067
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7067
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7059
Botulinum neurotoxin type A P0DPI0 BXA1_CLOBO Clostridium botulinum 3 0.7059
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7058
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7058
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7055
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7055
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7053
Serine/threonine-protein kinase PLK1 P53350 PLK1_HUMAN Homo sapiens 3 0.7053
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7052
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7052
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7049
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7049
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7019
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7019
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7015
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7015

Download SDF