3-methoxyellagic acid 4-O-galactopyranoside - Compound Card

3-methoxyellagic acid 4-O-galactopyranoside

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3-methoxyellagic acid 4-O-galactopyranoside

Structure
Zoomed Structure
  • Family: Anacardiaceae
  • Kingdom: Plantae
  • Class: Phenolic
Canonical Smiles OCC1O[C@@H](Oc2c(OC)cc3c4c2oc(=O)c2c4c(oc3=O)c(c(c2)O)O)[C@H](C([C@H]1O)O)O
InChI InChI=1S/C21H18O13/c1-30-8-3-6-11-10-5(2-7(23)12(24)17(10)32-20(6)29)19(28)33-18(11)16(8)34-21-15(27)14(26)13(25)9(4-22)31-21/h2-3,9,13-15,21-27H,4H2,1H3/t9?,13-,14?,15-,21-/m0/s1
InChIKey WIYXGAGHMCEESA-UGEJRGMRSA-N
Formula C21H18O13
HBA 13
HBD 6
MW 478.36
Rotatable Bonds 4
TPSA 209.49
LogP -0.91
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 478.07
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Harpephyllum caffrum Anacardiaceae Plantae 289712

Showing of synonyms

  • Nawwar M, Hussein S, et al. (2011). Constitutive phenolics of Harpephyllum caffrum (Anacardiaceae) and their biological effects on human keratinocytes. Fitoterapia,2011,82(8),1265-1271. [View] [PubMed]
Pubchem: 162817576
Nmrshiftdb2: 60028417

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(c2oc(=O)c3c4c25)ccc5c(=O)oc4ccc3

Level: 1

Mol. Weight: 338.32 g/mol

Structure

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

Level: 0

Mol. Weight: 238.2 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.57
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.29
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.19
Plasma Protein Binding
74.67
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
10.38
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.52
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.02
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.21
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
-240.99
Rat (Acute)
2.35
Rat (Chronic Oral)
3.98
Fathead Minnow
4.31
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
643.48
Hydration Free Energy
-3.65
Log(D) at pH=7.4
1.18
Log(P)
-1.39
Log S
-3.96
Log(Vapor Pressure)
-11.03
Melting Point
187.01
pKa Acid
5.18
pKa Basic
4.76
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 0.9264
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.9264
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8810
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8810
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8731
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8731
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8725
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8725
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8677
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8677
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8349
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8349
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8314
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8314
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8110
DNA polymerase III subunit epsilon P03007 DPO3E_ECOLI Escherichia coli 3 0.8110
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8081
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8081
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8014
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8014
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7940
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7940
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7930
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7930
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7889
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7889
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7856
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7856
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7838
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.7838
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7789
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7789
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7780
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7780
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7729
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7729
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.7708
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.7708
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7701
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7701
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7582
Diphtheria toxin P00588 DTX_CORBE Corynephage beta 3 0.7582
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7540
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7540
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7532
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7532
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 4 0.7523
Proto-oncogene tyrosine-protein kinase receptor Ret P07949 RET_HUMAN Homo sapiens 4 0.7523
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7501
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.7501
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7430
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7430
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.7415
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.7415
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7409
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7409
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7399
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7399
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7323
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 3 0.7323
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7322
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7322
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7263
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7263
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7214
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7214
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7198
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7198
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7198
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7198
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7186
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7186
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7140
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7140
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7119
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7119
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7109
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7109
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7080
Endoplasmin P41148 ENPL_CANLF Canis lupus familiaris 4 0.7080
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7077
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7077
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7076
Glucose-1-phosphate thymidylyltransferase Q9AGY4 Q9AGY4_ANETH Aneurinibacillus thermoaerophilus 4 0.7076
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7047
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7047
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7036
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7036
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7035
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7035
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7033
Disks large homolog 1 Q12959 DLG1_HUMAN Homo sapiens 3 0.7033
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7005
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.7005
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7003
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7003
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7002
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7002

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