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Cocciferin D3

Family: Plantae - Fagaceae
Kingdom: Plantae
Class: Tannin

Canonical Smiles	O[C@H]1[C@@H](OC2C([C@H]1O)OC(=O)c1cc(O)c(c(c1c1c(C(=O)OC2)cc(c(c1O)O)O)O)O)OC(=O)c1cc(O)c(c(c1Oc1cc2C(=O)O[C@@H]3[C@H](COC(=O)c4c(c2c(c1O)O)c(O)c(c(c4)O)O)OC(=O)c1cc(O)c(c(c1c1c2C(=O)O[C@@H]3[C@@H]3OC(=O)c4c([C@H]3O)c(O)c(c(c4c2c(c(c1O)O)O)O)O)O)O)O)O
InChI	InChI=1S/C68H46O44/c69-15-1-9-23(40(80)34(15)74)25-11(3-17(71)36(76)42(25)82)63(98)108-56-21(7-103-60(9)95)107-68(54(94)53(56)93)112-65(100)14-5-19(73)38(78)52(92)55(14)105-20-6-13-26(44(84)39(20)79)24-10(2-16(70)35(75)41(24)81)61(96)104-8-22-57(109-64(13)99)59-58-49(89)33-32(67(102)110-58)30(47(87)51(91)48(33)88)29-31(66(101)111-59)28(45(85)50(90)46(29)86)27-12(62(97)106-22)4-18(72)37(77)43(27)83/h1-6,21-22,49,53-54,56-59,68-94H,7-8H2/t21?,22-,49+,53-,54+,56?,57+,58+,59-,68-/m0/s1
InChIKey	DKRPEPQABXORQH-FCJXHYIVSA-N
Formula	C₆₈H₄₆O₄₄
HBA	44
HBD	26
MW	1567.07
Rotatable Bonds	4
TPSA	754.84
LogP	1.42
Number Rings	15
Number Aromatic Rings	8
Heavy Atom Count	112
Formal Charge	0
Fraction CSP3	0.18
Exact Mass	1566.14
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Quercus suber	Fagaceae	Plantae	58331

Showing of synonyms

Ito H, Yamaguchi K, et al. (2002). Dimeric and trimeric hydrolyzable tannins from Quercus coccifera and Quercus suber. Journal of Natural Products,2002,65(3),339-345. [View] [PubMed]

Pubchem: 162916529

No compound-protein relationship available.

SMILES: c1cccc(c1c23)C(=O)OCC4C(OC(=O)c2cccc3)CCC(O4)OC(=O)c5c(cccc5)Oc(c6)ccc(c7c(C(=O)OC8)cccc7)c6C(=O)OC(C(OC9=O)C(OC1=O)Cc2ccc3)C8OC(=O)c(cccc4)c4c(c9c4c3c12)ccc4

Level: 2

Mol. Weight: 1567.07 g/mol

SMILES: c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(C(OC5=O)C(OC2=O)Cc1ccc3)OC(=O)c8c(c9c(C(=O)OC7)cccc9)ccc(c8)Oc1ccccc1

Level: 1

Mol. Weight: 1567.07 g/mol

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

Level: 1

Mol. Weight: 1567.07 g/mol

SMILES: c12c3c4c5c(ccc4)c6c(cccc6)C(=O)OC7C(C(OC5=O)C(OC2=O)Cc1ccc3)OC(=O)c8c(cccc8)c9c(C(=O)OC7)cccc9

Level: 0

Mol. Weight: 1567.07 g/mol

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

Level: 0

Mol. Weight: 1567.07 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 1567.07 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: 63092738319904520000000
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 8245480124360659000000000

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): -0.39
Plasma Protein Binding: -2.48
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: 8.81
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -191771198493839080000000
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: -78302473696915520
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: Safe
T. Pyriformis: -14965150176304287000000000000
Rat (Acute): 12068775478118.553
Rat (Chronic Oral): 32098932754135080000
Fathead Minnow: 18890315299130667000000000
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: 1683164597923382000000000000
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -935671570958519200000
Log(P): -108923205681974400
Log S: -9.79
Log(Vapor Pressure): -55425753124798680000000000
Melting Point: -16841901102219800000
pKa Acid: -403864095955449900000000
pKa Basic: -3249073980986009600000

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8465
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.8465
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7993
Polymerase acidic protein	Q5EP34	Q5EP34_9INFA	Influenza A virus	3	0.7993
Nuclear receptor subfamily 5 group A member 2	O00482	NR5A2_HUMAN	Homo sapiens	4	0.7846
Nuclear receptor subfamily 5 group A member 2	O00482	NR5A2_HUMAN	Homo sapiens	4	0.7846
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7839
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.7839
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.7723
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	4	0.7723
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7540
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7540
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7307
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7307
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7240
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7240
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.7171
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.7171
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	5	0.7065
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	5	0.7065

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