Actinidioionoside 6-O-gallate - Compound Card

Actinidioionoside 6-O-gallate

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Actinidioionoside 6-O-gallate

Structure
Zoomed Structure
  • Family: Myrtaceae
  • Kingdom: Plantae
  • Class: Glycoside
    • Subclass: Megastigmane Glucoside
Canonical Smiles C[C@@H](OC1OC(COC(=O)c2cc(O)c(c(c2)O)O)C(C(C1O)O)O)/C=C/[C@@]1(O)C(C)(C)C[C@@H](C[C@@]1(C)O)O
InChI InChI=1S/C26H38O13/c1-12(5-6-26(36)24(2,3)9-14(27)10-25(26,4)35)38-23-21(33)20(32)19(31)17(39-23)11-37-22(34)13-7-15(28)18(30)16(29)8-13/h5-8,12,14,17,19-21,23,27-33,35-36H,9-11H2,1-4H3/b6-5+/t12-,14+,17?,19?,20?,21?,23?,25-,26-/m1/s1
InChIKey HYQKQEWRZPSYNA-YSYSZKQQSA-N
Formula C26H38O13
HBA 13
HBD 9
MW 558.58
Rotatable Bonds 7
TPSA 226.83
LogP -0.61
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 39
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 558.23
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Syzygium samarangense Myrtaceae Plantae 260143

Showing of synonyms

  • Samy M.N, Sugimoto S, et al. (2014). Taxiphyllin 6-O-Gallate, Actinidioionoside 6-O-Gallate and Myricetrin 2-O-Sulfate from the Leaves of Syzygium samarangense and Their Biological Activities. Chemical & pharmaceutical bulletin,2014, 62(10), 1013-8. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OCC2CCCC(O2)OCC=CC3CCCCC3

Level: 2

Mol. Weight: 358.48 g/mol

Structure

SMILES: C1CCCCC1C=CCOC2CCCCO2

Level: 1

Mol. Weight: 224.34 g/mol

Structure

SMILES: c1ccccc1C(=O)OCC2CCCCO2

Level: 1

Mol. Weight: 220.27 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: C1CCCCC1

Level: 0

Mol. Weight: 84.16 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.79
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.55
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.22

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.64
Plasma Protein Binding
45.98
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-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
7.22
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.57
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.36
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.51
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
-711.41
Rat (Acute)
2.3
Rat (Chronic Oral)
3.62
Fathead Minnow
3.74
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
611.61
Hydration Free Energy
-3.32
Log(D) at pH=7.4
0.34
Log(P)
-0.02
Log S
-3.15
Log(Vapor Pressure)
-12.74
Melting Point
166.92
pKa Acid
4.61
pKa Basic
6.72
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9279
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.9140
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9022
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8927
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8583
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.8582
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8580
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8475
NAD(P)H-hydrate epimerase Q8K4Z3 NNRE_MOUSE Mus musculus 3 0.8462
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8451
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.8415
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8405
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8381
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8260
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.8251
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8235
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8133
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.8121
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8091
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.8076
Purine nucleoside phosphorylase DeoD-type P0ABP8 DEOD_ECOLI Escherichia coli 3 0.8038
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7973
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7951
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7932
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Q81LL4 MTNN_BACAN Bacillus anthracis 3 0.7876
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7860
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.7813
Purine nucleoside phosphorylase P55859 PNPH_BOVIN Bos taurus 4 0.7785
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7782
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.7669
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7669
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7646
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7505
Deoxycytidine kinase P27707 DCK_HUMAN Homo sapiens 4 0.7460
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7386
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7381
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7358
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7308
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7269
Single-strand selective monofunctional uracil DNA glycosylase Q9YGN6 SMUG1_XENLA Xenopus laevis 4 0.7266
Tannase B3Y018 B3Y018_LACPN Lactiplantibacillus plantarum 4 0.7265
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7228
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7221
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7218
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7188
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7184
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7183
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.7180
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7143
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7120
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7119
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7096
Purine nucleoside phosphorylase B9JYS2 B9JYS2_AGRVS Agrobacterium vitis 4 0.7078
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7075
Protein mono-ADP-ribosyltransferase PARP3 Q9Y6F1 PARP3_HUMAN Homo sapiens 3 0.7067
Tyrosine-protein kinase JAK1 P23458 JAK1_HUMAN Homo sapiens 4 0.7025
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7009

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