3′,4′-di-O-methylellagic acid 4-O-beta-D-glucopyranoside - Compound Card

3′,4′-di-O-methylellagic acid 4-O-beta-D-glucopyranoside

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3′,4′-di-O-methylellagic acid 4-O-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Irvingiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Ellagic Derivative
Canonical Smiles OC[C@@H]1O[C@H](Oc2cc3c(=O)oc4c5c3c(c2O)oc(=O)c5cc(c4OC)OC)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C22H20O13/c1-30-9-4-7-12-11-6(21(29)35-19(12)17(9)31-2)3-8(14(25)18(11)34-20(7)28)32-22-16(27)15(26)13(24)10(5-23)33-22/h3-4,10,13,15-16,22-27H,5H2,1-2H3/t10-,13-,15+,16-,22-/m0/s1
InChIKey RXQPQMBTIHPDRG-RKZGTENASA-N
Formula C22H20O13
HBA 13
HBD 5
MW 492.39
Rotatable Bonds 5
TPSA 198.49
LogP -0.61
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 492.09
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Desbordesia glaucescens Irvingiaceae Plantae 300981

Showing of synonyms

  • Kuete V, Dongmo Mafodong F, et al. (2017). In vitro cytotoxicity of compounds isolated from Desbordesia glaucescens against human carcinoma cell lines. South African Journal of Botany, 2017, 111, 37-43. [View]

No compound-protein relationship available.

Structure

SMILES: c12c3c4c(=O)oc2cc(OC5CCCCO5)cc1c(=O)oc3ccc4

Level: 1

Mol. Weight: 492.39 g/mol

Structure

SMILES: c12c3c4c(=O)oc2cccc1c(=O)oc3ccc4

Level: 0

Mol. Weight: 492.39 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 492.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.27
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.070
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.250
Plasma Protein Binding
80.35
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
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
5.880
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.050
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.020
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.960
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-411.850
Rat (Acute)
2.470
Rat (Chronic Oral)
3.740
Fathead Minnow
4.650
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
598.880
Hydration Free Energy
-3.030
Log(D) at pH=7.4
1.700
Log(P)
-0.65
Log S
-3.87
Log(Vapor Pressure)
-10.96
Melting Point
188.5
pKa Acid
5.42
pKa Basic
2.96
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9287
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.9228
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9187
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9152
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8612
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8593
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8487
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8482
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8381
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8261
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8078
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8036
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7981
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.7958
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7828
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7764
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7632
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7624
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7621
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7597
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7524
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7502
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7476
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7474
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7401
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7373
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 3 0.7369
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7363
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7351
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7285
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7276
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7273
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7240
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial Q8N5Z0 AADAT_HUMAN Homo sapiens 2 0.7235
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7233
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7224
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7190
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7171
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7166
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7153
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7149
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7140
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7134
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7103
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.7068
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7056
Putative b-glycan phosphorylase Q21MB1 Q21MB1_SACD2 Saccharophagus degradans 4 0.7048
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7018

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