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Phyllagallin T1

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

Canonical Smiles	OCC1O[C@H](OC(=O)c2cc(O)c(c(c2)Oc2c(cc(c(c2O)O)O)C(=O)OC2C(O)OC([C@H]([C@@H]2O)O)CO)O)[C@@H](C([C@@H]1O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1Oc1cc2C(=O)OC3[C@@H](OC4[C@H]([C@@H]3OC(=O)c3cc(O)c(c(c3)O)O)OC(=O)c3cc(O)c(c(c3c3c(C(=O)OC4)cc(c(c3O)O)O)O)O)OC(=O)c3cc(Oc2c(c1O)O)c(O)c(c3)O)O)O
InChI	InChI=1S/C81H64O54/c82-14-39-53(103)60(110)66(79(120)125-39)130-76(117)23-11-34(92)50(100)57(107)61(23)122-36-7-19(5-30(88)46(36)96)72(113)134-80-68(65(54(104)40(15-83)126-80)129-70(111)17-1-26(84)44(94)27(85)2-17)132-77(118)24-12-35(93)51(101)58(108)62(24)124-38-13-25-63(59(109)52(38)102)123-37-8-20(6-31(89)47(37)97)73(114)135-81-69(133-78(25)119)67(131-71(112)18-3-28(86)45(95)29(87)4-18)64-41(127-81)16-121-74(115)21-9-32(90)48(98)55(105)42(21)43-22(75(116)128-64)10-33(91)49(99)56(43)106/h1-13,39-41,53-54,60,64-69,79-110,120H,14-16H2/t39?,40?,41?,53-,54-,60+,64-,65?,66?,67+,68-,69?,79?,80-,81+/m1/s1
InChIKey	DXHCJBFLUGHUFJ-QECKRPAFSA-N
Formula	C₈₁H₆₄O₅₄
HBA	54
HBD	30
MW	1901.35
Rotatable Bonds	16
TPSA	898.98
LogP	0.35
Number Rings	14
Number Aromatic Rings	9
Heavy Atom Count	135
Formal Charge	0
Fraction CSP3	0.22
Exact Mass	1900.23
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tamarix aphylla	Tamaricaceae	Plantae	189786

Showing of synonyms

Orabi M.A.A, Orabi E.A, et al. (2019). Structures, NMR Spectroscopic Features, and Cytotoxic Properties of Oligomeric Hellinoyl (m‐GO‐m‐GOG)-Type Ellagitannins from the Galls of Tamarix aphylla.. Journal of natural products, 2019, 82(10), 2682-2695. [View] [PubMed]

No compound-protein relationship available.

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(ccc3)cc3C(=O)OC4OCCC(OC(=O)c5ccccc5)C4OC(=O)c6c(cccc6)Oc(cc7)cc(C(=O)O8)c7Oc(ccc9)cc9C(=O)OC(O1)C8C(OC(=O)c2ccccc2)C(OC(=O)c2cccc3)C1COC(=O)c(c1c23)cccc1

Level: 7

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(ccc3)cc3C(=O)OC4OCCC(OC(=O)c5ccccc5)C4OC(=O)c6c(cccc6)Oc(cc7)cc(C(=O)O8)c7Oc(ccc9)cc9C(=O)OC(O1)C8CC(OC(=O)c2cccc3)C1COC(=O)c(c1c23)cccc1

Level: 6

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(ccc3)cc3C(=O)OC(OCCC4)C4OC(=O)c5c(cccc5)Oc(cc6)cc(C(=O)O7)c6Oc(ccc8)cc8C(=O)OC(O9)C7C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC3OCCC(OC(=O)c4ccccc4)C3OC(=O)c5c(cccc5)Oc(cc6)cc(C(=O)O7)c6Oc(ccc8)cc8C(=O)OC(O9)C7C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC2OCCC(OC(=O)c3ccccc3)C2OC(=O)c4c(cccc4)Oc(cc5)cc(C(=O)O6)c5Oc(ccc7)cc7C(=O)OC(O8)C6C(OC(=O)c9ccccc9)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(ccc3)cc3C(=O)OC(OCCC4)C4OC(=O)c5c(cccc5)Oc(cc6)cc(C(=O)O7)c6Oc(ccc8)cc8C(=O)OC(O9)C7CC(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC3OCCC(OC(=O)c4ccccc4)C3OC(=O)c5c(cccc5)Oc(cc6)cc(C(=O)O7)c6Oc(ccc8)cc8C(=O)OC(O9)C7CC(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(OCCC3)C3OC(=O)c4c(cccc4)Oc(cc5)cc(C(=O)O6)c5Oc(ccc7)cc7C(=O)OC(O8)C6C(OC(=O)c9ccccc9)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(ccc3)cc3C(=O)OC4OCCC(OC(=O)c5ccccc5)C4OC(=O)c6ccccc6

Level: 5

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC2OCCC(OC(=O)c3ccccc3)C2OC(=O)c4c(cccc4)Oc(cc5)cc(C(=O)O6)c5Oc(ccc7)cc7C(=O)OC(O8)C6CC(OC(=O)c9cccc1)C8COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3c(cccc3)Oc(cc4)cc(C(=O)O5)c4Oc(ccc6)cc6C(=O)OC(O7)C5C(OC(=O)c8ccccc8)C(OC(=O)c9cccc1)C7COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC(OCCC2)C2OC(=O)c3c(cccc3)Oc(cc4)cc(C(=O)O5)c4Oc(ccc6)cc6C(=O)OC(O7)C5C(OC(=O)c8ccccc8)C(OC(=O)c9cccc1)C7COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(OCCC3)C3OC(=O)c4c(cccc4)Oc(cc5)cc(C(=O)O6)c5Oc(ccc7)cc7C(=O)OC(O8)C6CC(OC(=O)c9cccc1)C8COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(ccc3)cc3C(=O)OC(OCCC4)C4OC(=O)c5ccccc5

Level: 4

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(ccc3)cc3C(=O)OC(OCC4)CC4OC(=O)c5ccccc5

Level: 4

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC3OCCC(OC(=O)c4ccccc4)C3OC(=O)c5ccccc5

Level: 4

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC2C(COCC2)OC(=O)c3c(cccc3)Oc(cc4)cc(C(=O)O5)c4Oc(ccc6)cc6C(=O)OC(O7)C5CC(OC(=O)c8cccc9)C7COC(=O)c(c1c89)cccc1

Level: 3

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC(OCCC2)C2OC(=O)c3c(cccc3)Oc(cc4)cc(C(=O)O5)c4Oc(ccc6)cc6C(=O)OC(O7)C5CC(OC(=O)c8cccc9)C7COC(=O)c(c1c89)cccc1

Level: 3

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(cc3)cc(C(=O)O4)c3Oc(ccc5)cc5C(=O)OC(O6)C4C(OC(=O)c7ccccc7)C(OC(=O)c8cccc9)C6COC(=O)c(c1c89)cccc1

Level: 3

Mol. Weight: 1901.35 g/mol

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

Level: 3

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(ccc3)cc3C(=O)OC4CCCCO4

Level: 3

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(OCCC3)C3OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1Oc(ccc2)cc2C(=O)OC(OCC3)CC3OC(=O)c4ccccc4

Level: 3

Mol. Weight: 1901.35 g/mol

SMILES: C1OCCCC1OC(=O)c2c(cccc2)Oc(cc3)cc(C(=O)O4)c3Oc(ccc5)cc5C(=O)OC(O6)C4CC(OC(=O)c7cccc8)C6COC(=O)c(c9c78)cccc9

Level: 2

Mol. Weight: 1901.35 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C6C(O4)OC(=O)c7cc(ccc7)Oc8c(C(=O)O6)cc(cc8)Oc9ccccc9

Level: 2

Mol. Weight: 1901.35 g/mol

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

Level: 2

Mol. Weight: 1901.35 g/mol

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

Level: 2

Mol. Weight: 1901.35 g/mol

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

Level: 2

Mol. Weight: 1901.35 g/mol

SMILES: O1CCCCC1OC(=O)c2cc(ccc2)Oc3ccccc3

Level: 2

Mol. Weight: 1901.35 g/mol

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

Level: 2

Mol. Weight: 1901.35 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C6C(O4)OC(=O)c7cc(ccc7)Oc8c(C(=O)O6)cccc8

Level: 1

Mol. Weight: 1901.35 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC5C(O4)OC(=O)c6cc(ccc6)Oc7c(C(=O)O5)cc(cc7)Oc8ccccc8

Level: 1

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC2CCOCC2

Level: 1

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC2CCCOC2

Level: 1

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1C(=O)OC2CCCCO2

Level: 1

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 1901.35 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC5C(O4)OC(=O)c6cc(ccc6)Oc7c(C(=O)O5)cccc7

Level: 0

Mol. Weight: 1901.35 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 1901.35 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1901.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.04
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: 44074109900285080000000000000000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 5759967683158861000000000000000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): -0.33
Plasma Protein Binding: 89.26
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: Non-Inhibitor

Excretion

Clearance: 8.83
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -133963816029103860000000000000000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -54698998043344170000000000
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.05
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Toxic
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Safe
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: -10454064179186353000000000000000000000
Rat (Acute): 8430769584658841000000
Rat (Chronic Oral): 22423052686470430000000000000
Fathead Minnow: 13196019081240793000000000000000000
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: 1175792584419058500000000000000000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -653623261784277500000000000000
Log(P): -76089460536350180000000000
Log S: -10.83
Log(Vapor Pressure): -38718252807257655000000000000000000
Melting Point: -11765087887390925000000000000
pKa Acid: -282123620055185300000000000000000
pKa Basic: -2269674928884046200000000000000

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7888
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7756
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7342
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7169

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