Isorhamnetin 3-O-gentobiosyl-pentoside - Compound Card

Isorhamnetin 3-O-gentobiosyl-pentoside

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Isorhamnetin 3-O-gentobiosyl-pentoside

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Isoflavone Glycoside
Canonical Smiles CO[C@@H]1O[C@@H](C(C1)OC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3c(oc4c(c3=O)c(O)cc(c4)O)c3ccc(c(c3)OC)O)[C@@H]([C@H]([C@@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O)CO
InChI InChI=1S/C34H42O20/c1-46-16-5-12(3-4-14(16)37)31-32(26(41)23-15(38)6-13(36)7-18(23)51-31)54-34-30(45)28(43)25(40)21(53-34)11-49-33-29(44)27(42)24(39)20(52-33)10-48-17-8-22(47-2)50-19(17)9-35/h3-7,17,19-22,24-25,27-30,33-40,42-45H,8-11H2,1-2H3/t17?,19-,20-,21-,22-,24-,25-,27+,28+,29-,30-,33-,34+/m1/s1
InChIKey YEUJGUSDUCWKPR-REEZGRIUSA-N
Formula C34H42O20
HBA 20
HBD 10
MW 770.69
Rotatable Bonds 12
TPSA 306.35
LogP -2.27
Number Rings 6
Number Aromatic Rings 3
Heavy Atom Count 54
Formal Charge 0
Fraction CSP3 0.56
Exact Mass 770.23
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Pituranthos scoparius Apiaceae Plantae 489362

Showing of synonyms

  • Dahia M, Siracusa L, et al. (2009). Constituents of the polar extracts from Algerian Pituranthos scoparius. Natural Product Communications,2009,4(12),1691-1692. [View] [PubMed]
Pubchem: 162817021

No compound-protein relationship available.

Structure

SMILES: C1OCCC1OCC2CCCC(O2)OCC3CCCC(O3)Oc(c4=O)c(-c5ccccc5)oc(c46)cccc6

Level: 4

Mol. Weight: 770.69 g/mol

Structure

SMILES: C1OCCC1OCC2CCCC(O2)OCC3CCCC(O3)Oc(c4=O)coc(c45)cccc5

Level: 3

Mol. Weight: 770.69 g/mol

Structure

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

Level: 3

Mol. Weight: 770.69 g/mol

Structure

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

Level: 2

Mol. Weight: 770.69 g/mol

Structure

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

Level: 2

Mol. Weight: 770.69 g/mol

Structure

SMILES: C1OCCC1OCC2CCCC(O2)OCC3CCCCO3

Level: 2

Mol. Weight: 770.69 g/mol

Structure

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

Level: 1

Mol. Weight: 770.69 g/mol

Structure

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

Level: 1

Mol. Weight: 770.69 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 770.69 g/mol

Structure

SMILES: O1CCCCC1COC2CCOC2

Level: 1

Mol. Weight: 770.69 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 770.69 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 770.69 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 770.69 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 770.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.61
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
11.390
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
2302.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.780
Plasma Protein Binding
53.2
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
10.800
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-52.950
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.710
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.350
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
-4175794.960
Rat (Acute)
2.390
Rat (Chronic Oral)
4.440
Fathead Minnow
5278.380
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
463314.580
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-0.460
Log(P)
-1.25
Log S
-5.2
Log(Vapor Pressure)
-15202.01
Melting Point
201.5
pKa Acid
-77.31
pKa Basic
5.31
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 0.9299
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9299
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9195
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.9195
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9142
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.9142
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.9048
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.9048
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8991
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8991
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8912
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.8912
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8840
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.8840
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8757
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8757
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8615
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8615
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8534
Ribosomal protein S6 kinase alpha-3 P18654 KS6A3_MOUSE Mus musculus 6 0.8534
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8426
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8426
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8380
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.8380
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8322
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.8322
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8297
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 4 0.8297
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8266
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8266
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8212
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8212
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8167
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 3 0.8167
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8153
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8153
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8152
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8152
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8045
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8045
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7975
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.7975
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7959
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7959
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7949
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7949
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7934
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7934
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7911
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7911
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7874
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7874
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7854
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7854
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7853
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 4 0.7853
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7823
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7823
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7801
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7801
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7788
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7788
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7735
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7735
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7732
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7732
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7711
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 3 0.7711
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7677
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7677
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7672
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7672
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7666
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7666
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7624
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 3 0.7624
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7585
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7585
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7545
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7545
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7531
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.7531
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7529
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 4 0.7529
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7527
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7527
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7422
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7422
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7403
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7403
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7400
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7400
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7386
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7386
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.7316
Alpha amylase B8CZ54 B8CZ54_HALOH Halothermothrix orenii 3 0.7316
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7310
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7310
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7286
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7286
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7256
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7256
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7248
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7248
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7224
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7224
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7207
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7207
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7171
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7171
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7155
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7155
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7143
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7143
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7140
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7140
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7138
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7138
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7091
Stromelysin-1 P08254 MMP3_HUMAN Homo sapiens 3 0.7091
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7082
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.7082
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7072
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7072
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7063
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7063
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7053
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7053
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7040
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7040
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7034
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7034
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7028
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7028
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7023
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha P49354 FNTA_HUMAN Homo sapiens 3 0.7023
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7013
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7013
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7007
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7007
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7001
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7001

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