3,3',4,4'-tetra-O-methyl ellagic acid - Compound Card

3,3',4,4'-tetra-O-methyl ellagic acid

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3,3',4,4'-tetra-O-methyl ellagic acid

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Ellagic Acid Derivative
Canonical Smiles COc1c(OC)cc2c3c1oc(=O)c1c3c(oc2=O)c(c(c1)OC)OC
InChI InChI=1S/C18H14O8/c1-21-9-5-7-11-12-8(18(20)25-15(11)13(9)23-3)6-10(22-2)14(24-4)16(12)26-17(7)19/h5-6H,1-4H3
InChIKey UPDMQTYYPHMZOD-UHFFFAOYSA-N
Formula C18H14O8
HBA 8
HBD 0
MW 358.3
Rotatable Bonds 4
TPSA 97.34
LogP 2.52
Number Rings 4
Number Aromatic Rings 4
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.22
Exact Mass 358.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia polyacantha Euphorbiaceae Plantae 260993

Showing of synonyms

  • ELhassan GOM, Adhikari A, et al. (2015). Chemical constituents of Euphorbia Polyacantha Boiss. and their immunomodulatory properties. Records of Natural Products,2015,9(1),146-152. [View]
Pubchem: 12313147
Nmrshiftdb2: 60066906

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 358.3 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.44
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.490
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.14

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.540
Plasma Protein Binding
75.44
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.150
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.390
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.490
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.930
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
-1.940
Rat (Acute)
2.600
Rat (Chronic Oral)
2.030
Fathead Minnow
5.530
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
491.810
Hydration Free Energy
-7.680
Log(D) at pH=7.4
5.140
Log(P)
1.55
Log S
-5.1
Log(Vapor Pressure)
-7.22
Melting Point
216.87
pKa Acid
6.21
pKa Basic
0.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.9356
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 4 0.9356
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9286
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9286
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9226
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9226
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8963
NAD(P)H dehydrogenase [quinone] 1 P15559 NQO1_HUMAN Homo sapiens 4 0.8963
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8934
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8934
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8706
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8706
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8467
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.8467
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8415
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8415
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8328
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8328
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8181
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8181
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8155
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.8155
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8153
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8153
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8151
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 3 0.8151
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.7911
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 4 0.7911
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7893
Biflaviolin synthase CYP158A2 Q9FCA6 C1582_STRCO Streptomyces coelicolor / M145) 3 0.7893
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7866
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7866
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7834
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.7834
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7775
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7775
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7717
Tubulin alpha chain D0VWZ0 D0VWZ0_SHEEP Ovis aries 3 0.7717
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7665
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7665
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7618
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7618
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7515
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7515
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7511
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7511
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7509
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7509
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7493
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7493
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7492
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7492
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7469
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7469
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7412
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7412
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7374
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7374
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7355
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7355
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7344
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7344
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7307
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7307
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7278
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 3 0.7278
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7274
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7274
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7267
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7267
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 3 0.7267
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7267
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7249
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7249
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7243
LIM domain kinase 1 P53667 LIMK1_HUMAN Homo sapiens 2 0.7243
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7234
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.7234
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7231
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7231
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 2 0.7231
Renin P00797 RENI_HUMAN Homo sapiens 2 0.7231
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7217
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7217
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7210
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7210
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7195
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7195
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7149
Biphenyl dioxygenase subunit alpha P37333 BPHA_PARXL Paraburkholderia xenovorans 3 0.7149
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7068
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7068
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7058
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 2 0.7058
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7026
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7026
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7024
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 3 0.7024
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7001
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7001

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