ANPDB

Select a section from the left sidebar

Tamarixinin A

Family: Plantae - Tamaricaceae
Kingdom: Plantae
Class: Tannin

Canonical Smiles	O=CC(C(C1OC(=O)c2cc(O)c(c(c2c2c(C(=O)OCC1O)cc(c(c2O)O)O)O)O)OC(=O)c1cc(O)c(c(c1)O)O)OC(=O)c1cc(Oc2cc3C(=O)OC4C(OC5C(C4OC(=O)c4cc(O)c(c(c4)O)O)OC(=O)c4cc(O)c(c(c4c4c(C(=O)OC5)cc(c(c4O)O)O)O)O)OC(=O)c4cc(Oc3c(c2O)O)c(O)c(c4)O)c(c(c1O)O)O
InChI	InChI=1S/C75H52O48/c76-13-38(62(119-66(103)16-1-25(77)45(88)26(78)2-16)61-34(86)14-112-69(106)19-7-30(82)48(91)54(97)40(19)42-21(71(108)118-61)9-32(84)50(93)56(42)99)116-73(110)23-11-36(52(95)58(101)44(23)87)114-37-12-24-60(59(102)53(37)96)115-35-6-18(5-29(81)47(35)90)68(105)123-75-65(122-74(24)111)64(121-67(104)17-3-27(79)46(89)28(80)4-17)63-39(117-75)15-113-70(107)20-8-31(83)49(92)55(98)41(20)43-22(72(109)120-63)10-33(85)51(94)57(43)100/h1-13,34,38-39,61-65,75,77-102H,14-15H2
InChIKey	XQMATFFLTOSYRS-UHFFFAOYSA-N
Formula	C₇₅H₅₂O₄₈
HBA	48
HBD	26
MW	1721.19
Rotatable Bonds	11
TPSA	807.44
LogP	2.99
Number Rings	13
Number Aromatic Rings	9
Heavy Atom Count	123
Formal Charge	0
Fraction CSP3	0.15
Exact Mass	1720.16
Number of Lipinski Rule Violations	3

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

Showing of synonyms

Orabi MA, Taniguchi S, et al. (2010). Hydrolyzable tannins of tamaricaceous plants. III. Hellinoyl- and macrocyclic-type ellagitannins from Tamarix nilotica. Journal of Natural Products,2010,73(5),870-879. [View] [PubMed]

Pubchem: 16130311

Cas: 140187-46-8

Nmrshiftdb2: 60033574

CPRiL: 419938

SMILES: c1cccc(c1c23)C(=O)OCCC(OC(=O)c2cccc3)C(OC(=O)c4ccccc4)COC(=O)c5cc(ccc5)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: 4

Mol. Weight: 1721.19 g/mol

SMILES: c1cccc(c1c23)C(=O)OCCC(OC(=O)c2cccc3)C(OC(=O)c4ccccc4)COC(=O)c5cc(ccc5)Oc(cc6)cc(C(=O)O7)c6Oc(ccc8)cc8C(=O)OC(O9)C7CC(OC(=O)c1cccc2)C9COC(=O)c(c3c12)cccc3

Level: 3

Mol. Weight: 1721.19 g/mol

SMILES: c1cccc(c1c23)C(=O)OCCC(OC(=O)c2cccc3)CCOC(=O)c4cc(ccc4)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: 3

Mol. Weight: 1721.19 g/mol

SMILES: c1ccccc1C(=O)OCCOC(=O)c2cc(ccc2)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: 1721.19 g/mol

SMILES: c1ccccc1C(=O)OCC(OC(=O)c2ccccc2)C(OC(=O)c3cccc4)CCOC(=O)c(c5c34)cccc5

Level: 2

Mol. Weight: 1721.19 g/mol

SMILES: c1cccc(c1c23)C(=O)OCCC(OC(=O)c2cccc3)CCOC(=O)c4cc(ccc4)Oc(cc5)cc(C(=O)O6)c5Oc(ccc7)cc7C(=O)OC(O8)C6CC(OC(=O)c9cccc1)C8COC(=O)c(c2c19)cccc2

Level: 2

Mol. Weight: 1721.19 g/mol

SMILES: c1ccccc1C(=O)OCCOC(=O)c2cc(ccc2)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: 1721.19 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: 1721.19 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: 1721.19 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: 1721.19 g/mol

SMILES: c1ccccc1C(=O)OCCC(OC(=O)c2cccc3)CCOC(=O)c(c4c23)cccc4

Level: 1

Mol. Weight: 1721.19 g/mol

SMILES: c1ccccc1C(=O)OCC(OC(=O)c2cccc3)CCOC(=O)c(c4c23)cccc4

Level: 1

Mol. Weight: 1721.19 g/mol

SMILES: c1ccccc1C(=O)OCCOC(=O)c2ccccc2

Level: 1

Mol. Weight: 1721.19 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: 1721.19 g/mol

SMILES: c1cccc(c1c23)C(=O)OCCCOC(=O)c2cccc3

Level: 0

Mol. Weight: 1721.19 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1721.19 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: 659126949938877300000000000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 86140187687665650000000000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): -0.25
Plasma Protein Binding: -1.02
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: Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 9.92
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -2003426299136906700000000000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -818022402382736800000
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 4.05
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: -156340288957034230000000000000000
Rat (Acute): 126081967938102060
Rat (Chronic Oral): 335336184100513960000000
Fathead Minnow: 197346440465325120000000000000
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: 17583948076146998000000000000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -9774921875818150000000000
Log(P): -1137916193002352800000
Log S: -10.72
Log(Vapor Pressure): -579030680130249200000000000000
Melting Point: -175946627318795070000000
pKa Acid: -4219150198043723600000000000
pKa Basic: -33942936177751525000000000

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7739
Purine nucleoside phosphorylase	P55859	PNPH_BOVIN	Bos taurus	4	0.7739
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7709
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7709

Download SDF