3,3 ,4 -tri-O-methylellagic acid 4-O-(3- galloyl)-beta-D-glucopyranoside - Compound Card

3,3 ,4 -tri-O-methylellagic acid 4-O-(3- galloyl)-beta-D-glucopyranoside

Select a section from the left sidebar

3,3 ,4 -tri-O-methylellagic acid 4-O-(3- galloyl)-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Sapindaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Ellagic Acid Derivative
Canonical Smiles OC[C@H]1O[C@@H](OOc2cc3c(=O)oc4c5c3c(c2OC)oc(=O)c5cc(c4OC)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C23H22O14/c1-30-9-4-7-12-13-8(22(29)34-19(12)17(9)31-2)5-10(18(32-3)20(13)35-21(7)28)36-37-23-16(27)15(26)14(25)11(6-24)33-23/h4-5,11,14-16,23-27H,6H2,1-3H3/t11-,14-,15+,16-,23+/m1/s1
InChIKey BUABZAYJNVOYFH-WYOIHNGUSA-N
Formula C23H22O14
HBA 14
HBD 4
MW 522.42
Rotatable Bonds 7
TPSA 196.72
LogP -0.37
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.39
Exact Mass 522.1
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Pancovia pedicellaris Sapindaceae Plantae 1195016

Showing of synonyms

  • Soh R, Bankeu J, et al. (2009). Antibacterial Ellagic Acid Derivatives and Other Constituents from Pancovia pedicellaris. Zeitschrift für Naturforschung B. 2009, 64(9), 1070-1076. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OOc(cc2oc(=O)c3c4c25)cc5c(=O)oc4ccc3

Level: 1

Mol. Weight: 522.42 g/mol

Structure

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

Level: 0

Mol. Weight: 522.42 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 522.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.09
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.79
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)
1.28
Plasma Protein Binding
75.77
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
2.46
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.04
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.06
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.98
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
-1134.93
Rat (Acute)
2.47
Rat (Chronic Oral)
3.78
Fathead Minnow
6.18
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
568.71
Hydration Free Energy
-2.93
Log(D) at pH=7.4
2.09
Log(P)
-0.83
Log S
-3.53
Log(Vapor Pressure)
-10.06
Melting Point
182.94
pKa Acid
5.44
pKa Basic
1.22
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 0.9254
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9216
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8952
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8887
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8692
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8546
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8491
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8468
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8324
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8089
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7948
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7910
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7893
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7865
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7856
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7840
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7694
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7649
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7597
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7594
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7527
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.7485
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7466
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7456
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7444
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7424
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7421
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7417
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7404
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7395
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7360
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7337
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7335
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7295
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7289
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7268
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7260
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7243
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7239
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7235
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7223
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7136
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7132
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7121
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7115
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7091
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.7080
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7075
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7032

Download SDF