M-galloyl-O-m-galloyl-O-gallolyl - Compound Card

M-galloyl-O-m-galloyl-O-gallolyl

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M-galloyl-O-m-galloyl-O-gallolyl

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Tannin
    • Subclass: Hydrolyzable Tannin
Canonical Smiles O=C(c1cc(Oc2c(cc(c(c2O)O)Oc2c(cc(c(c2O)O)O)C(=O)C(C)C)C(=O)C(C)C)c(c(c1)O)O)C(C)C
InChI InChI=1S/C30H32O12/c1-11(2)21(33)14-7-17(31)24(36)19(8-14)41-30-16(23(35)13(5)6)10-20(26(38)28(30)40)42-29-15(22(34)12(3)4)9-18(32)25(37)27(29)39/h7-13,31-32,36-40H,1-6H3
InChIKey QAOOSIBUICHSSD-UHFFFAOYSA-N
Formula C30H32O12
HBA 12
HBD 7
MW 584.57
Rotatable Bonds 10
TPSA 211.28
LogP 5.73
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.3
Exact Mass 584.19
Number of Lipinski Rule Violations 4
# Species Family Kingdom NCBI Taxonomy ID
1 Tamarix aphylla Tamaricaceae Plantae 189786

Showing of synonyms

  • Orabi MA, Yoshimura M, et al. (2015). Ellagitannins, gallotannins, and gallo-ellagitannins from the galls of Tamarix aphylla. Fitoterapia,2015,104,55-63. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1ccccc1Oc2ccc(cc2)Oc3ccccc3

Level: 2

Mol. Weight: 584.57 g/mol

Structure

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 584.57 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 584.57 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.41
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.33
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
67.04
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-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
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.63
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.72
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.18
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.1
Micronucleos
Toxic
NR-AhR
Toxic
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
-3636.21
Rat (Acute)
2.61
Rat (Chronic Oral)
3.9
Fathead Minnow
15.21
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
576.41
Hydration Free Energy
-3.14
Log(D) at pH=7.4
2.34
Log(P)
4.31
Log S
-7.32
Log(Vapor Pressure)
-8.41
Melting Point
254.76
pKa Acid
3.85
pKa Basic
6.65
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.9813
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8908
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8206
Polyribonucleotide nucleotidyltransferase A7ZS61 PNP_ECO24 Escherichia coli O139:H28 4 0.8199
4-diphosphocytidyl-2-C-methyl-D-erythritol kinase O67060 ISPE_AQUAE Aquifex aeolicus 3 0.8168
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8159
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8104
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7970
2',3'-cyclic-nucleotide 3'-phosphodiesterase P16330 CN37_MOUSE Mus musculus 3 0.7970
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7925
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7918
Ribonuclease J H9CZL7 H9CZL7_DEIRD Deinococcus radiodurans 3 0.7769
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 4 0.7666
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 3 0.7620
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7619
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7614
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7576
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7574
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7530
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.7491
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7449
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.7448
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7398
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 3 0.7385
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7364
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7328
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.7309
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7257
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7253
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7232
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7207
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7184
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7182
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7181
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7173
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7168
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7162
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7136
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7103
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.7099
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7082
Cyclin-dependent kinase 2 homolog Q07785 CDC2H_PLAFK Plasmodium falciparum 4 0.7056
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7033
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7006

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