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

3-methoxyellagic acid 4-O-rhamnopyranoside

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3-methoxyellagic acid 4-O-rhamnopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Myrtaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenolic Glycoside
Canonical Smiles COc1c(OC2O[C@@H](C)[C@@H]([C@H]([C@H]2O)O)O)cc2c3c1oc(=O)c1c3c(oc2=O)c(c(c1)O)O
InChI InChI=1S/C21H18O12/c1-5-12(23)14(25)15(26)21(30-5)31-9-4-7-11-10-6(19(27)33-18(11)16(9)29-2)3-8(22)13(24)17(10)32-20(7)28/h3-5,12,14-15,21-26H,1-2H3/t5-,12-,14+,15+,21?/m0/s1
InChIKey LPXGCZRQLILWOH-WXRJQTMPSA-N
Formula C21H18O12
HBA 12
HBD 5
MW 462.36
Rotatable Bonds 3
TPSA 189.26
LogP 0.12
Number Rings 5
Number Aromatic Rings 4
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 462.08
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Melaleuca ericifolia Myrtaceae Plantae 73757

Showing of synonyms

  • Hussein S.A, Hashim A.N, et al. (2007). Ericifolin: An eugenol 5-O-galloylglucoside and other phenolics from Melaleuca ericifolia. Phytochemistry,2007, 68(10), 1464-70. [View] [PubMed]

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 462.36 g/mol

Structure

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

Level: 0

Mol. Weight: 462.36 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 462.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.29
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.990
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.8

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.400
Plasma Protein Binding
79.67
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
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
9.570
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.930
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.030
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.600
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
-139.780
Rat (Acute)
2.410
Rat (Chronic Oral)
3.420
Fathead Minnow
4.600
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
585.500
Hydration Free Energy
-3.430
Log(D) at pH=7.4
1.850
Log(P)
0.05
Log S
-4.38
Log(Vapor Pressure)
-10.67
Melting Point
205.37
pKa Acid
6.8
pKa Basic
2.41
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 0.9275
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.8771
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8559
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8546
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8354
IAG-nucleoside hydrolase Q9GPQ4 Q9GPQ4_TRYVI Trypanosoma vivax 4 0.8209
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8141
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8133
Mitogen-activated protein kinase kinase kinase 5 Q99683 M3K5_HUMAN Homo sapiens 3 0.8106
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.8074
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.8057
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8027
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7958
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 3 0.7925
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7890
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7814
Cytochrome P450 3A4 P08684 CP3A4_HUMAN Homo sapiens 4 0.7812
Dihydroflavonol 4-reductase P51110 DFRA_VITVI Vitis vinifera 4 0.7808
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 5 0.7781
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7545
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7496
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7481
Glutamate receptor 2 P19491 GRIA2_RAT Rattus norvegicus 3 0.7445
Nucleoprotein P33469 NCAP_CVHOC Human coronavirus OC43 3 0.7426
Purine nucleoside phosphorylase DeoD-type P0ABP9 DEOD_ECO57 Escherichia coli O157:H7 3 0.7404
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7383
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7377
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7299
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7283
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 3 0.7255
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7254
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7234
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7226
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7222
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7191
Fructose-1,6-bisphosphatase 1 P09467 F16P1_HUMAN Homo sapiens 3 0.7186
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7167
Serine/threonine-protein kinase N1 Q16512 PKN1_HUMAN Homo sapiens 3 0.7164
NAD-dependent protein deacetylase sirtuin-3, mitochondrial Q9NTG7 SIR3_HUMAN Homo sapiens 5 0.7105
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7072
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7072
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7067
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7045

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