Phyllagallin M1 - Compound Card

Phyllagallin M1

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Phyllagallin M1

Structure
Zoomed Structure
  • Family: Plantae - Tamaricaceae
  • Kingdom: Plantae
  • Class: Tannin
    • Subclass: Ellagitannin
Canonical Smiles O[C@@H]1[C@@H](OC2[C@H](C1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC2)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)Oc1c(cc(c(c1O)O)O)C(=O)O)O
InChI InChI=1S/C41H30O27/c42-14-1-9(2-15(43)24(14)48)37(59)67-35-32(56)41(68-38(60)10-3-16(44)25(49)20(4-10)64-33-13(36(57)58)7-19(47)28(52)31(33)55)65-21-8-63-39(61)11-5-17(45)26(50)29(53)22(11)23-12(40(62)66-34(21)35)6-18(46)27(51)30(23)54/h1-7,21,32,34-35,41-56H,8H2,(H,57,58)/t21?,32-,34+,35?,41-/m0/s1
InChIKey HPQCORAGRLMEDL-LYOPSEMQSA-N
Formula C41H30O27
HBA 26
HBD 16
MW 954.66
Rotatable Bonds 7
TPSA 464.41
LogP 1.59
Number Rings 7
Number Aromatic Rings 5
Heavy Atom Count 68
Formal Charge 0
Fraction CSP3 0.15
Exact Mass 954.1
Number of Lipinski Rule Violations 3
# 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]
Pubchem: 162850805
Nmrshiftdb2: 70060292

No compound-protein relationship available.

Structure

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(O3)CC(OC(=O)c4ccccc4)C(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 954.66 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(O2)CC(OC(=O)c3ccccc3)C(OC(=O)c4cccc5)C2COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 954.66 g/mol

Structure

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(O3)CCC(OC(=O)c4cccc5)C3COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 954.66 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(O2)CCC(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 954.66 g/mol

Structure

SMILES: c1ccccc1C(=O)OC(CCO2)C(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 954.66 g/mol

Structure

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 954.66 g/mol

Structure

SMILES: c1cccc(c1c23)C(=O)OCC4C(CCCO4)OC(=O)c2cccc3

Level: 0

Mol. Weight: 954.66 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 954.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.58
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
6763.78
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
885023.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.74
Plasma Protein Binding
20.63
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
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
Inhibitor

Excretion

Clearance
8.9
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Safe
Bioconcentration Factor
-20572.86
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.98
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.05
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
-1606269519.92
Rat (Acute)
2.52
Rat (Chronic Oral)
6.18
Fathead Minnow
2027584.76
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
180648024.81
Hydration Free Energy
-2.92
Log(D) at pH=7.4
-96.9
Log(P)
1.6
Log S
-6.1
Log(Vapor Pressure)
-5948704.26
Melting Point
359.87
pKa Acid
-43317.77
pKa Basic
-312.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9474
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9474
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9388
Protocatechuate 3,4-dioxygenase beta chain P00437 PCXB_PSEPU Pseudomonas putida 3 0.9388
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8811
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8811
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8216
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.8216
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8191
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.8191
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 3 0.8159
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 3 0.8159
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8027
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8027
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8021
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 4 0.8021
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.7858
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 3 0.7858
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7848
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7848
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7817
Anthranilate phosphoribosyltransferase P9WFX5 TRPD_MYCTU Mycobacterium tuberculosis 3 0.7817
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7754
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.7754
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7733
Carbonic anhydrase 5A, mitochondrial P23589 CAH5A_MOUSE Mus musculus 3 0.7733
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7661
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7661
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7648
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7648
Shikimate dehydrogenase (NADP(+)) P56119 AROE_HELPY Helicobacter pylori 3 0.7646
Shikimate dehydrogenase (NADP(+)) P56119 AROE_HELPY Helicobacter pylori 3 0.7646
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7645
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7645
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7618
Polymerase acidic protein Q5EP34 Q5EP34_9INFA Influenza A virus 3 0.7618
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 3 0.7607
L-lactate dehydrogenase A chain P13491 LDHA_RABIT Oryctolagus cuniculus 3 0.7607
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7543
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 4 0.7543
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 3 0.7458
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 3 0.7458
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.7441
Hypoxanthine-guanine phosphoribosyltransferase P00492 HPRT_HUMAN Homo sapiens 4 0.7441
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 3 0.7437
Vanillate porin OpdK Q9HUR5 Q9HUR5_PSEAE Pseudomonas aeruginosa 3 0.7437
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7360
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7360
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7356
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7356
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7311
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 3 0.7311
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7244
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.7244
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7243
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7243
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.7196
Gentisate 1,2-dioxygenase Q67FT0 Q67FT0_PSESE Pseudaminobacter salicylatoxidans 3 0.7196
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.7173
Protease O38896 O38896_9HIV1 Human immunodeficiency virus 1 3 0.7173
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7152
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7152
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7142
UTP-monosaccharide-1-phosphate uridylyltransferase D3G6S4 D3G6S4_LEIMA Leishmania major 3 0.7142
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7041
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7041
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7003
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7003
Orotate phosphoribosyltransferase P08870 PYRE_SALTY Salmonella typhimurium 4 0.7002
Orotate phosphoribosyltransferase P08870 PYRE_SALTY Salmonella typhimurium 4 0.7002

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