ANPDB

Select a section from the left sidebar

Tamarixinin C

Family: Plantae - Tamaricaceae
Kingdom: Plantae
Class: Tannin

Canonical Smiles	Oc1cc(cc(c1Oc1c(cc(c(c1O)O)O)C(=O)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)O)O)O)C(=O)COC1O[C@@H]2COC(=O)c3cc(O)c(c(c3c3c(C(=O)OC2C([C@H]1OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(O)c(c(c1)O)O)cc(O)c(c3O)O)O)O
InChI	InChI=1S/C83H60O52/c84-29-3-20(4-30(85)51(29)100)73(114)131-69-67-45(17-123-77(118)24-11-37(92)55(104)60(109)47(24)49-26(79(120)129-67)13-39(94)57(106)62(49)111)126-82(71(69)133-75(116)22-7-33(88)53(102)34(89)8-22)125-16-44(99)19-1-42(97)66(43(98)2-19)128-65-28(15-41(96)59(108)64(65)113)81(122)134-72-70(132-74(115)21-5-31(86)52(101)32(87)6-21)68-46(127-83(72)135-76(117)23-9-35(90)54(103)36(91)10-23)18-124-78(119)25-12-38(93)56(105)61(110)48(25)50-27(80(121)130-68)14-40(95)58(107)63(50)112/h1-15,45-46,67-72,82-98,100-113H,16-18H2/t45-,46?,67?,68-,69?,70?,71-,72+,82?,83+/m1/s1
InChIKey	VGTZKRYDZBFOFQ-FUOBXSHLSA-N
Formula	C₈₃H₆₀O₅₂
HBA	52
HBD	29
MW	1889.34
Rotatable Bonds	16
TPSA	877.36
LogP	3.78
Number Rings	14
Number Aromatic Rings	10
Heavy Atom Count	135
Formal Charge	0
Fraction CSP3	0.16
Exact Mass	1888.21
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tamarix nilotica	Tamaricaceae	Plantae	189799
2	Tamarix tetrandra	Tamaricaceae	Plantae	1491188

Showing of synonyms

Orabi MA, Taniguchi S, et al. (2016). Hydrolyzable tannins of Tamaricaceous plants. 7.1 Structures and cytotoxic properties of oligomeric ellagitannins from leaves of Tamarix nilotica and cultured tissues of Tamarix tetrandra. Journal of Natural Products,2016,79(4),984-995. [View] [PubMed]
Orabi MA, Taniguchi S, et al. (2013). Hydrolyzable tannins of tamaricaceous plants. V. Structures of monomeric-trimeric tannins and cytotoxicity of macrocyclic-type tannins isolated from Tamarix nilotica. Journal of Natural Products,2013,76(5),947-956. [View] [PubMed]

Pubchem: 162948163

Nmrshiftdb2: 60048937

No compound-protein relationship available.

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(OC(=O)c6ccccc6)C(O4)OCC(=O)c7ccc(cc7)Oc(cccc8)c8C(=O)OC(C(O9)OC(=O)c1ccccc1)C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 7

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(OC(=O)c5ccccc5)C(O4)OCC(=O)c6ccc(cc6)Oc(cccc7)c7C(=O)OC(C(O8)OC(=O)c9ccccc9)C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)CC(O4)OCC(=O)c6ccc(cc6)Oc(cccc7)c7C(=O)OC(C(O8)OC(=O)c9ccccc9)C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(OC(=O)c6ccccc6)C(O4)OCC(=O)c7ccc(cc7)Oc(cccc8)c8C(=O)OC(CO9)C(OC(=O)c1ccccc1)C(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(OC(=O)c6ccccc6)C(O4)OCC(=O)c7ccc(cc7)Oc(cccc8)c8C(=O)OC(C(O9)OC(=O)c1ccccc1)CC(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 6

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CCC(O4)OCC(=O)c5ccc(cc5)Oc(cccc6)c6C(=O)OC(C(O7)OC(=O)c8ccccc8)C(OC(=O)c9ccccc9)C(OC(=O)c1cccc2)C7COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(OC(=O)c5ccccc5)C(O4)OCC(=O)c6ccc(cc6)Oc(cccc7)c7C(=O)OC(CO8)C(OC(=O)c9ccccc9)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(OC(=O)c5ccccc5)C(O4)OCC(=O)c6ccc(cc6)Oc(cccc7)c7C(=O)OC(C(O8)OC(=O)c9ccccc9)CC(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)CC(O4)OCC(=O)c6ccc(cc6)Oc(cccc7)c7C(=O)OC(CO8)C(OC(=O)c9ccccc9)C(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)CC(O4)OCC(=O)c6ccc(cc6)Oc(cccc7)c7C(=O)OC(C(O8)OC(=O)c9ccccc9)CC(OC(=O)c1cccc2)C8COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(OC(=O)c6ccccc6)C(O4)OCC(=O)c7ccc(cc7)Oc(cccc8)c8C(=O)OC(CO9)CC(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 5

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CCC(O4)OCC(=O)c5ccc(cc5)Oc(cccc6)c6C(=O)OC(CO7)C(OC(=O)c8ccccc8)C(OC(=O)c9cccc1)C7COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CCC(O4)OCC(=O)c5ccc(cc5)Oc(cccc6)c6C(=O)OC(C(O7)OC(=O)c8ccccc8)CC(OC(=O)c9cccc1)C7COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CC(OC(=O)c5ccccc5)C(O4)OCC(=O)c6ccc(cc6)Oc(cccc7)c7C(=O)OC(CO8)CC(OC(=O)c9cccc1)C8COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)CC(O4)OCC(=O)c6ccc(cc6)Oc(cccc7)c7C(=O)OC(CO8)CC(OC(=O)c9cccc1)C8COC(=O)c(c2c19)cccc2

Level: 4

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1Oc(cc2)ccc2C(=O)COC(O3)C(OC(=O)c4ccccc4)C(OC(=O)c5ccccc5)C(OC(=O)c6cccc7)C3COC(=O)c(c8c67)cccc8

Level: 4

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(C(O3)OC(=O)c4ccccc4)C(OC(=O)c5ccccc5)C(OC(=O)c6cccc7)C3COC(=O)c(c8c67)cccc8

Level: 4

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CCC(O4)OCC(=O)c5ccc(cc5)Oc(cccc6)c6C(=O)OC(CO7)CC(OC(=O)c8cccc9)C7COC(=O)c(c1c89)cccc1

Level: 3

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1C(=O)COC(O2)C(OC(=O)c3ccccc3)C(OC(=O)c4ccccc4)C(OC(=O)c5cccc6)C2COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1889.34 g/mol

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)C(OC(=O)c5ccccc5)C(OC(=O)c6ccccc6)C(O4)OC(=O)c7ccccc7

Level: 3

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1Oc(cc2)ccc2C(=O)COC(O3)CC(OC(=O)c4ccccc4)C(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1Oc(cc2)ccc2C(=O)COC(O3)C(OC(=O)c4ccccc4)CC(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(CO3)C(OC(=O)c4ccccc4)C(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(C(O3)OC(=O)c4ccccc4)CC(OC(=O)c5cccc6)C3COC(=O)c(c7c56)cccc7

Level: 3

Mol. Weight: 1889.34 g/mol

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

Level: 2

Mol. Weight: 1889.34 g/mol

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

Level: 2

Mol. Weight: 1889.34 g/mol

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

Level: 2

Mol. Weight: 1889.34 g/mol

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

Level: 2

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1C(=O)OC(CO2)C(OC(=O)c3ccccc3)C(OC(=O)c4cccc5)C2COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1889.34 g/mol

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

Level: 2

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1Oc(cccc2)c2C(=O)OC(CO3)CC(OC(=O)c4cccc5)C3COC(=O)c(c6c45)cccc6

Level: 2

Mol. Weight: 1889.34 g/mol

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

Level: 1

Mol. Weight: 1889.34 g/mol

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

Level: 1

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1C(=O)OC(CO2)CC(OC(=O)c3cccc4)C2COC(=O)c(c5c34)cccc5

Level: 1

Mol. Weight: 1889.34 g/mol

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

Level: 1

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1Oc2ccccc2

Level: 1

Mol. Weight: 1889.34 g/mol

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

Level: 0

Mol. Weight: 1889.34 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1889.34 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: 18758854347734079250782824169472.000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 2451562223861808700000000000000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): -0.460
Plasma Protein Binding: 85.66
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: 10.350
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -57017789263933771671767703617536.000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -23281038761245279147524096.000
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.050
Micronucleos: Toxic
NR-AhR: Toxic
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: -4449467849070333526598717510336380928.000
Rat (Acute): 3588311308754724847616.000
Rat (Chronic Oral): 9543719710245321749494235136.000
Fathead Minnow: 5616503473798995866476022887088128.000
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: 500441792216765427136705646594883584.000
Hydration Free Energy: -2.920
Log(D) at pH=7.4: -278195696697104748009257697280.000
Log(P): -32385258503106230000000000
Log S: -12.59
Log(Vapor Pressure): -16479292585417068000000000000000000
Melting Point: -5007466369973789000000000000
pKa Acid: -120077695448420590000000000000000
pKa Basic: -966021204014352600000000000000

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7865
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7865
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.7759
WxcM-like protein	Q12KT8	Q12KT8_SHEDO	Shewanella denitrificans	4	0.7759
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7228
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.7228
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.7154
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	3	0.7154

Download SDF