3,3'-di-O-methylellagic acid 4'-O-alpha-rhamnopyranoside - Compound Card

3,3'-di-O-methylellagic acid 4'-O-alpha-rhamnopyranoside

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3,3'-di-O-methylellagic acid 4'-O-alpha-rhamnopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Combretaceae
  • Kingdom: Plantae
  • Class: Catechol
    • Subclass: Cyclic Ketone
Canonical Smiles COc1c(O[C@H]2O[C@H](C)[C@H]([C@@H]([C@@H]2O)O)O)cc2c3c1oc(=O)c1c3c(oc2=O)c(c(c1)O)OC
InChI InChI=1S/C22H20O12/c1-6-13(24)14(25)15(26)22(31-6)32-10-5-8-12-11-7(20(27)34-19(12)17(10)30-3)4-9(23)16(29-2)18(11)33-21(8)28/h4-6,13-15,22-26H,1-3H3/t6-,13-,14+,15+,22-/m1/s1
InChIKey KPDPOBDXMGDJQN-BYLSZLGLSA-N
Formula C22H20O12
HBA 12
HBD 4
MW 476.39
Rotatable Bonds 4
TPSA 178.26
LogP 0.42
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.36
Exact Mass 476.1
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Terminalia mantaly Combretaceae Plantae 578553

Showing of synonyms

  • Tchuente Tchuenmogne MA, Kammalac TN, et al. (2017). Compounds from Terminalia mantaly L. (Combretaceae) Stem Bark Exhibit Potent Inhibition against Some Pathogenic Yeasts and Enzymes of Metabolic Significance. Medicines (Basel). 2017, 4(1), 6. [View] [PubMed]
Pubchem: 118856027
Nmrshiftdb2: 80009938

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 476.39 g/mol

Structure

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

Level: 0

Mol. Weight: 476.39 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 476.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.23
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.810
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.36

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.450
Plasma Protein Binding
79.42
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
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
6.370
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.500
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.000
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.250
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
-235.610
Rat (Acute)
2.470
Rat (Chronic Oral)
3.490
Fathead Minnow
4.590
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
568.900
Hydration Free Energy
-3.340
Log(D) at pH=7.4
2.750
Log(P)
-0.02
Log S
-4.23
Log(Vapor Pressure)
-10.71
Melting Point
199.71
pKa Acid
6.74
pKa Basic
1.55
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9463
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9209
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8969
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8956
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8740
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.8666
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8643
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8626
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8564
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8517
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8493
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8377
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8319
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8254
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8242
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8144
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.8135
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.8126
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8111
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8068
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8010
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7997
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.7980
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7944
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7914
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7895
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7841
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7831
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7811
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7728
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7709
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7680
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7679
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7635
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7609
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7545
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7490
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7469
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7453
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7447
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7446
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 3 0.7437
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7417
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.7416
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7412
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7399
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7363
Eukaryotic translation initiation factor 4E-1 P29557 IF4E1_WHEAT Triticum aestivum 4 0.7361
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7359
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7339
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7329
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7285
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7282
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7279
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.7278
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7276
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7263
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7262
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7237
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7233
Reductase homolog Q9ZGC1 Q9ZGC1_STRCY Streptomyces cyanogenus 4 0.7230
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 4 0.7213
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7182
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7172
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7153
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7139
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7135
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7125
Beta sliding clamp P0A988 DPO3B_ECOLI Escherichia coli 3 0.7124
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7110
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7053
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7047
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7006

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