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Phyllagallin D1

Family: Plantae - Tamaricaceae
Kingdom: Plantae
Class: Tannin
- Subclass: Gallo-Ellagitannin

Canonical Smiles	OCC1OC(OC(=O)c2cc(O)c(c(c2)O)O)C(C(C1O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1Oc1ccc(c(c1O)O)C(=O)O[C@@H]1OC2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@H]2C([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c3O)O)O)O)O)O
InChI	InChI=1S/C61H48O40/c62-12-31-43(80)50(97-53(85)14-3-21(63)36(73)22(64)4-14)52(61(94-31)100-55(87)16-7-25(67)38(75)26(68)8-16)99-59(91)20-11-29(71)41(78)46(83)48(20)93-30-2-1-17(35(72)42(30)79)57(89)101-60-47(84)51(98-54(86)15-5-23(65)37(74)24(66)6-15)49-32(95-60)13-92-56(88)18-9-27(69)39(76)44(81)33(18)34-19(58(90)96-49)10-28(70)40(77)45(34)82/h1-11,31-32,43,47,49-52,60-84H,12-13H2/t31?,32?,43?,47-,49+,50?,51?,52?,60-,61?/m0/s1
InChIKey	NGHWODXSXVAIMI-QEYUNHRVSA-N
Formula	C₆₁H₄₈O₄₀
HBA	40
HBD	23
MW	1421.02
Rotatable Bonds	13
TPSA	677.08
LogP	0.81
Number Rings	10
Number Aromatic Rings	7
Heavy Atom Count	101
Formal Charge	0
Fraction CSP3	0.2
Exact Mass	1420.17
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: 162836206

Nmrshiftdb2: 70060293

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)OC2OCCC(OC(=O)c3ccccc3)C2OC(=O)c4c(cccc4)Oc(cc5)ccc5C(=O)OC(O6)CC(OC(=O)c7ccccc7)C(OC(=O)c8cccc9)C6COC(=O)c(c1c89)cccc1

Level: 6

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2OCCC(OC(=O)c3ccccc3)C2OC(=O)c4c(cccc4)Oc(cc5)ccc5C(=O)OC(O6)CCC(OC(=O)c7cccc8)C6COC(=O)c(c9c78)cccc9

Level: 5

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3c(cccc3)Oc(cc4)ccc4C(=O)OC(O5)CC(OC(=O)c6ccccc6)C(OC(=O)c7cccc8)C5COC(=O)c(c9c78)cccc9

Level: 5

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC(OCCC2)C2OC(=O)c3c(cccc3)Oc(cc4)ccc4C(=O)OC(O5)CC(OC(=O)c6ccccc6)C(OC(=O)c7cccc8)C5COC(=O)c(c9c78)cccc9

Level: 5

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3c(cccc3)Oc(cc4)ccc4C(=O)OC(O5)CCC(OC(=O)c6cccc7)C5COC(=O)c(c8c67)cccc8

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC(OCCC2)C2OC(=O)c3c(cccc3)Oc(cc4)ccc4C(=O)OC(O5)CCC(OC(=O)c6cccc7)C5COC(=O)c(c8c67)cccc8

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(cc3)ccc3C(=O)OC(O4)CC(OC(=O)c5ccccc5)C(OC(=O)c6cccc7)C4COC(=O)c(c8c67)cccc8

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC3C(OC(=O)c4ccccc4)CCOC3OC(=O)c5ccccc5

Level: 4

Mol. Weight: 1421.02 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(cc3)ccc3C(=O)OC(O4)CCC(OC(=O)c5cccc6)C4COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)CC(O4)OC(=O)c6ccc(cc6)Oc7ccccc7

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(OC(=O)c3ccccc3)CCOC2OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC3C(OCCC3)OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(COCC3)C3OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1421.02 g/mol

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

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc(cc2)ccc2C(=O)OC(O3)CCC(OC(=O)c4cccc5)C3COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2CC(OCC2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(OCCC2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3ccccc3

Level: 2

Mol. Weight: 1421.02 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc3ccccc3

Level: 2

Mol. Weight: 1421.02 g/mol

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

Level: 1

Mol. Weight: 1421.02 g/mol

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

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2CCOCC2

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2CCCOC2

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1C(=O)OC2CCCCO2

Level: 1

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 1421.02 g/mol

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

Level: 0

Mol. Weight: 1421.02 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1421.02 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1421.02 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 8917859052113358.0
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 1165459851177859000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): -0.11
Plasma Protein Binding: -6.52
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: 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: 10.46
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -27105950763093650
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -11067685936.83
Liver Injury II: Toxic
hERG Blockers: Toxic
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: -2115253439488788800000
Rat (Acute): 1705775.72
Rat (Chronic Oral): 4537033168135.86
Fathead Minnow: 2670057527367100400
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: 237907348551890400000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -132252768373046.2
Log(P): -15395782244.0
Log S: -9.24
Log(Vapor Pressure): -7834170057241185000
Melting Point: -2380522986007.91
pKa Acid: -57084272706890390
pKa Basic: -459241296278575.8

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	0.9245
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9245
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8790
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8790
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8629
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8629
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8530
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.8530
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8290
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8290
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8260
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.8260
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.8237
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	4	0.8237
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8173
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8173
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8167
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.8167
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8090
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8090
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8057
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8057
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7914
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7914
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7718
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7718
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7684
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7684
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7605
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7605
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7593
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7593
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7552
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7552
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7547
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7547
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7526
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7526
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7520
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7520
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.7447
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.7447
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7410
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7410
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7344
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.7344
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7337
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7337
Queuine tRNA-ribosyltransferase	P28720	TGT_ZYMMO	Zymomonas mobilis subsp. mobilis	3	0.7337
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7337
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7314
Tannase	B3Y018	B3Y018_LACPN	Lactiplantibacillus plantarum	4	0.7314
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7283
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7283
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7151
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7151
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7103
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.7103
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7089
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7089
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7078
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7078
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7057
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7057
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.7032
Protein mono-ADP-ribosyltransferase PARP3	Q9Y6F1	PARP3_HUMAN	Homo sapiens	3	0.7032

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