Eriodictyol 7-O-sophoroside - Compound Card

Eriodictyol 7-O-sophoroside

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Eriodictyol 7-O-sophoroside

Structure
Zoomed Structure
  • Family: Plantae - Globulariaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavonoid Glycoside
Canonical Smiles OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)OC(CC3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C27H32O16/c28-7-17-20(34)22(36)24(38)26(41-17)43-25-23(37)21(35)18(8-29)42-27(25)39-10-4-13(32)19-14(33)6-15(40-16(19)5-10)9-1-2-11(30)12(31)3-9/h1-5,15,17-18,20-32,34-38H,6-8H2/t15?,17-,18-,20-,21-,22+,23+,24-,25-,26+,27-/m1/s1
InChIKey HLQJCYNRIXWLJK-TUJOXVCQSA-N
Formula C27H32O16
HBA 16
HBD 10
MW 612.54
Rotatable Bonds 7
TPSA 265.52
LogP -2.49
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.52
Exact Mass 612.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Globularia alypum Globulariaceae Plantae 1533088

Showing of synonyms

  • Es-Safi NE, Khlifi S, et al. (2005). Antioxidant constituents of the aerial parts of Globularia alypum growing in Morocco. Journal of Natural Products,2005,68,1293-1296. [View] [PubMed]
Pubchem: 11541786
Nmrshiftdb2: 70054922

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(CC2=O)Oc(c23)cc(cc3)OC(OCCC4)C4OC5CCCCO5

Level: 3

Mol. Weight: 612.54 g/mol

Structure

SMILES: O=C1CCOc(c12)cc(cc2)OC(OCCC3)C3OC4CCCCO4

Level: 2

Mol. Weight: 612.54 g/mol

Structure

SMILES: c1ccccc1C(CC2=O)Oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 612.54 g/mol

Structure

SMILES: O=C1CCOc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 612.54 g/mol

Structure

SMILES: c1cccc(c12)OC(CC2=O)c3ccccc3

Level: 1

Mol. Weight: 612.54 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 612.54 g/mol

Structure

SMILES: c1cccc(c12)OCCC2=O

Level: 0

Mol. Weight: 612.54 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 612.54 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 612.54 g/mol

Antioxidant

Absorption

Caco-2 (logPapp)
-6.68
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.330
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
9.82

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.680
Plasma Protein Binding
58.0
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
9.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-4.230
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.510
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.040
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
-15393.060
Rat (Acute)
2.330
Rat (Chronic Oral)
4.530
Fathead Minnow
32.640
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
431.920
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-0.450
Log(P)
-1.42
Log S
-3.88
Log(Vapor Pressure)
-15.25
Melting Point
211.13
pKa Acid
3.36
pKa Basic
7.62
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9305
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9305
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8902
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.8902
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8826
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8826
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8812
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8812
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8785
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8785
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8670
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8670
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8597
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8597
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8453
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8453
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8385
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.8385
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8354
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8354
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8340
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8340
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8252
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8252
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8248
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.8248
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8225
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.8225
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8218
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8218
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8177
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8177
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8151
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8151
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8061
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8061
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8028
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8028
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7826
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7826
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7771
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7771
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7770
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7770
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7672
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7672
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7659
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7659
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7648
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7648
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7500
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7500
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7435
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7435
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7407
Aminoglycoside N(3)-acetyltransferase A0A3P1UCA6 Q81P86_BACAN Bacillus anthracis 3 0.7407
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7386
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7386
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7361
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7361
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7329
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7329
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7303
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7303
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7299
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7299
Tubulin--tyrosine ligase F6Z895 A9ULH4_XENTR Xenopus tropicalis 4 0.7286
Tubulin--tyrosine ligase F6Z895 A9ULH4_XENTR Xenopus tropicalis 4 0.7286
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7282
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7282
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7272
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 3 0.7272
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7256
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7256
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7239
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7239
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7219
14-3-3 protein gamma P61981 1433G_HUMAN Homo sapiens 3 0.7219
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7199
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7199
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7185
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7185
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7179
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7179
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7174
Threonine--tRNA ligase P0A8M3 SYT_ECOLI Escherichia coli 3 0.7174
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7164
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 2 0.7164
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7134
Cyclic GMP-AMP phosphodiesterase SMPDL3A Q92484 ASM3A_HUMAN Homo sapiens 2 0.7134
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7124
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7124
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7099
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7099
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 4 0.7096
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q3JRA0 ISPF_BURP1 Burkholderia pseudomallei 4 0.7096
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7090
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7090
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7067
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 3 0.7067
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7063
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 2 0.7063
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7059
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7059
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7059
Dual specificity mitogen-activated protein kinase kinase 1 Q02750 MP2K1_HUMAN Homo sapiens 3 0.7059
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7058
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 3 0.7058
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7043
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 2 0.7043
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7040
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7040
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7038
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7038
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7037
Kinesin heavy chain Q41460 Q41460_SOLTU Solanum tuberosum 3 0.7037
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7023
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7023
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7013
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7013

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