Showing NP-Card for (2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate (NP0281549)
| Record Information | ||||||||||||||||||||||||||||||||||||||||||||||||||||
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| Version | 2.0 | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Created at | 2022-09-09 07:58:03 UTC | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Updated at | 2022-09-09 07:58:04 UTC | |||||||||||||||||||||||||||||||||||||||||||||||||||
| NP-MRD ID | NP0281549 | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Secondary Accession Numbers | None | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Natural Product Identification | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| Common Name | (2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Description | (2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate is found in Epichloe typhina. | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Structure | MOL for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)
Mrv1652309092209582D
56 60 0 0 1 0 999 V2000
-4.5622 0.8958 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-5.2767 0.4833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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-6.7056 0.4833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-7.4201 0.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-8.1345 0.4833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-8.8490 0.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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M END
3D MOL for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)
RDKit 3D
96100 0 0 0 0 0 0 0 0999 V2000
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M END
3D SDF for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)
Mrv1652309092209582D
56 60 0 0 1 0 999 V2000
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2 12 1 0 0 0 0
12 13 1 0 0 0 0
13 14 1 0 0 0 0
14 15 1 6 0 0 0
14 16 1 0 0 0 0
16 17 1 0 0 0 0
17 18 1 0 0 0 0
18 19 2 0 0 0 0
20 18 1 1 0 0 0
20 21 1 0 0 0 0
21 22 1 6 0 0 0
22 23 2 0 0 0 0
23 24 1 0 0 0 0
24 25 2 0 0 0 0
25 26 1 0 0 0 0
25 27 1 0 0 0 0
27 28 2 0 0 0 0
22 28 1 0 0 0 0
21 29 1 0 0 0 0
29 30 1 6 0 0 0
30 31 2 0 0 0 0
30 32 1 0 0 0 0
32 33 1 0 0 0 0
33 34 1 0 0 0 0
34 35 1 1 0 0 0
34 36 1 0 0 0 0
36 37 1 0 0 0 0
37 38 1 0 0 0 0
38 39 2 0 0 0 0
38 40 1 0 0 0 0
40 41 2 0 0 0 0
41 42 1 0 0 0 0
42 43 2 0 0 0 0
43 44 1 0 0 0 0
44 45 2 0 0 0 0
45 46 1 0 0 0 0
45 47 1 0 0 0 0
47 48 2 0 0 0 0
42 48 1 0 0 0 0
29 49 1 0 0 0 0
20 49 1 0 0 0 0
49 50 1 1 0 0 0
50 51 2 0 0 0 0
51 52 1 0 0 0 0
52 53 2 0 0 0 0
53 54 1 0 0 0 0
53 55 1 0 0 0 0
55 56 2 0 0 0 0
50 56 1 0 0 0 0
M END
> <DATABASE_ID>
NP0281549
> <DATABASE_NAME>
NP-MRD
> <SMILES>
O[C@H](COC(=O)\C=C\C1=CC=C(O)C=C1)COC(=O)[C@H]1[C@@H]([C@@H]([C@H]1C1=CC=C(O)C=C1)C(=O)OC[C@H](O)COC(=O)\C=C\C1=CC=C(O)C=C1)C1=CC=C(O)C=C1
> <INCHI_IDENTIFIER>
InChI=1S/C42H40O14/c43-29-11-1-25(2-12-29)5-19-35(49)53-21-33(47)23-55-41(51)39-37(27-7-15-31(45)16-8-27)40(38(39)28-9-17-32(46)18-10-28)42(52)56-24-34(48)22-54-36(50)20-6-26-3-13-30(44)14-4-26/h1-20,33-34,37-40,43-48H,21-24H2/b19-5+,20-6+/t33-,34-,37-,38-,39-,40-/m1/s1
> <INCHI_KEY>
OVNMUAZKKIXMSH-IMEJXPHZSA-N
> <FORMULA>
C42H40O14
> <MOLECULAR_WEIGHT>
768.768
> <EXACT_MASS>
768.241805968
> <JCHEM_ACCEPTOR_COUNT>
10
> <JCHEM_ATOM_COUNT>
96
> <JCHEM_AVERAGE_POLARIZABILITY>
79.6790184879787
> <JCHEM_BIOAVAILABILITY>
0
> <JCHEM_DONOR_COUNT>
6
> <JCHEM_FORMAL_CHARGE>
0
> <JCHEM_GHOSE_FILTER>
0
> <JCHEM_IUPAC>
(2R)-2-hydroxy-3-[(E)-(1R,2R,3S,4S)-3-{[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
> <JCHEM_LOGP>
5.569844178000001
> <JCHEM_MDDR_LIKE_RULE>
1
> <JCHEM_NUMBER_OF_RINGS>
5
> <JCHEM_PHYSIOLOGICAL_CHARGE>
0
> <JCHEM_PKA>
9.272574122758044
> <JCHEM_PKA_STRONGEST_ACIDIC>
8.844628378534168
> <JCHEM_PKA_STRONGEST_BASIC>
-3.397779747876087
> <JCHEM_POLAR_SURFACE_AREA>
226.57999999999996
> <JCHEM_REFRACTIVITY>
201.27779999999996
> <JCHEM_ROTATABLE_BOND_COUNT>
20
> <JCHEM_RULE_OF_FIVE>
0
> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-hydroxy-3-[(E)-(1R,2R,3S,4S)-3-{[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
> <JCHEM_VEBER_RULE>
0
$$$$
3D-SDF for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)PDB for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)HEADER PROTEIN 09-SEP-22 NONE TITLE NULL COMPND NULL SOURCE NULL KEYWDS NULL EXPDTA NULL AUTHOR Marvin REVDAT 1 09-SEP-22 0 HETATM 1 O UNK 0 -8.516 1.672 0.000 0.00 0.00 O+0 HETATM 2 C UNK 0 -9.850 0.902 0.000 0.00 0.00 C+0 HETATM 3 C UNK 0 -11.183 1.672 0.000 0.00 0.00 C+0 HETATM 4 C UNK 0 -12.517 0.902 0.000 0.00 0.00 C+0 HETATM 5 C UNK 0 -13.851 1.672 0.000 0.00 0.00 C+0 HETATM 6 C UNK 0 -15.184 0.902 0.000 0.00 0.00 C+0 HETATM 7 C UNK 0 -16.518 1.672 0.000 0.00 0.00 C+0 HETATM 8 C UNK 0 -16.518 3.212 0.000 0.00 0.00 C+0 HETATM 9 O UNK 0 -17.852 3.982 0.000 0.00 0.00 O+0 HETATM 10 C UNK 0 -15.184 3.982 0.000 0.00 0.00 C+0 HETATM 11 C UNK 0 -13.851 3.212 0.000 0.00 0.00 C+0 HETATM 12 O UNK 0 -9.850 -0.638 0.000 0.00 0.00 O+0 HETATM 13 C UNK 0 -8.516 -1.408 0.000 0.00 0.00 C+0 HETATM 14 C UNK 0 -8.516 -2.948 0.000 0.00 0.00 C+0 HETATM 15 O UNK 0 -9.850 -3.718 0.000 0.00 0.00 O+0 HETATM 16 C UNK 0 -7.182 -3.718 0.000 0.00 0.00 C+0 HETATM 17 O UNK 0 -7.182 -5.258 0.000 0.00 0.00 O+0 HETATM 18 C UNK 0 -5.849 -6.028 0.000 0.00 0.00 C+0 HETATM 19 O UNK 0 -5.849 -7.568 0.000 0.00 0.00 O+0 HETATM 20 C UNK 0 -4.515 -5.258 0.000 0.00 0.00 C+0 HETATM 21 C UNK 0 -4.116 -3.770 0.000 0.00 0.00 C+0 HETATM 22 C UNK 0 -4.886 -2.437 0.000 0.00 0.00 C+0 HETATM 23 C UNK 0 -6.426 -2.437 0.000 0.00 0.00 C+0 HETATM 24 C UNK 0 -7.196 -1.103 0.000 0.00 0.00 C+0 HETATM 25 C UNK 0 -6.426 0.231 0.000 0.00 0.00 C+0 HETATM 26 O UNK 0 -7.196 1.564 0.000 0.00 0.00 O+0 HETATM 27 C UNK 0 -4.886 0.231 0.000 0.00 0.00 C+0 HETATM 28 C UNK 0 -4.116 -1.103 0.000 0.00 0.00 C+0 HETATM 29 C UNK 0 -2.629 -4.169 0.000 0.00 0.00 C+0 HETATM 30 C UNK 0 -1.295 -3.399 0.000 0.00 0.00 C+0 HETATM 31 O UNK 0 -1.295 -1.859 0.000 0.00 0.00 O+0 HETATM 32 O UNK 0 0.038 -4.169 0.000 0.00 0.00 O+0 HETATM 33 C UNK 0 1.372 -3.399 0.000 0.00 0.00 C+0 HETATM 34 C UNK 0 2.706 -4.169 0.000 0.00 0.00 C+0 HETATM 35 O UNK 0 2.706 -5.709 0.000 0.00 0.00 O+0 HETATM 36 C UNK 0 4.039 -3.399 0.000 0.00 0.00 C+0 HETATM 37 O UNK 0 5.373 -4.169 0.000 0.00 0.00 O+0 HETATM 38 C UNK 0 6.707 -3.399 0.000 0.00 0.00 C+0 HETATM 39 O UNK 0 6.707 -1.859 0.000 0.00 0.00 O+0 HETATM 40 C UNK 0 8.040 -4.169 0.000 0.00 0.00 C+0 HETATM 41 C UNK 0 9.374 -3.399 0.000 0.00 0.00 C+0 HETATM 42 C UNK 0 10.708 -4.169 0.000 0.00 0.00 C+0 HETATM 43 C UNK 0 12.042 -3.399 0.000 0.00 0.00 C+0 HETATM 44 C UNK 0 13.375 -4.169 0.000 0.00 0.00 C+0 HETATM 45 C UNK 0 13.375 -5.709 0.000 0.00 0.00 C+0 HETATM 46 O UNK 0 14.709 -6.479 0.000 0.00 0.00 O+0 HETATM 47 C UNK 0 12.042 -6.479 0.000 0.00 0.00 C+0 HETATM 48 C UNK 0 10.708 -5.709 0.000 0.00 0.00 C+0 HETATM 49 C UNK 0 -3.028 -5.656 0.000 0.00 0.00 C+0 HETATM 50 C UNK 0 -2.258 -6.990 0.000 0.00 0.00 C+0 HETATM 51 C UNK 0 -0.718 -6.990 0.000 0.00 0.00 C+0 HETATM 52 C UNK 0 0.052 -8.324 0.000 0.00 0.00 C+0 HETATM 53 C UNK 0 -0.718 -9.658 0.000 0.00 0.00 C+0 HETATM 54 O UNK 0 0.052 -10.991 0.000 0.00 0.00 O+0 HETATM 55 C UNK 0 -2.258 -9.658 0.000 0.00 0.00 C+0 HETATM 56 C UNK 0 -3.028 -8.324 0.000 0.00 0.00 C+0 CONECT 1 2 CONECT 2 1 3 12 CONECT 3 2 4 CONECT 4 3 5 CONECT 5 4 6 11 CONECT 6 5 7 CONECT 7 6 8 CONECT 8 7 9 10 CONECT 9 8 CONECT 10 8 11 CONECT 11 10 5 CONECT 12 2 13 CONECT 13 12 14 CONECT 14 13 15 16 CONECT 15 14 CONECT 16 14 17 CONECT 17 16 18 CONECT 18 17 19 20 CONECT 19 18 CONECT 20 18 21 49 CONECT 21 20 22 29 CONECT 22 21 23 28 CONECT 23 22 24 CONECT 24 23 25 CONECT 25 24 26 27 CONECT 26 25 CONECT 27 25 28 CONECT 28 27 22 CONECT 29 21 30 49 CONECT 30 29 31 32 CONECT 31 30 CONECT 32 30 33 CONECT 33 32 34 CONECT 34 33 35 36 CONECT 35 34 CONECT 36 34 37 CONECT 37 36 38 CONECT 38 37 39 40 CONECT 39 38 CONECT 40 38 41 CONECT 41 40 42 CONECT 42 41 43 48 CONECT 43 42 44 CONECT 44 43 45 CONECT 45 44 46 47 CONECT 46 45 CONECT 47 45 48 CONECT 48 47 42 CONECT 49 29 20 50 CONECT 50 49 51 56 CONECT 51 50 52 CONECT 52 51 53 CONECT 53 52 54 55 CONECT 54 53 CONECT 55 53 56 CONECT 56 55 50 MASTER 0 0 0 0 0 0 0 0 56 0 120 0 END 3D PDB for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)SMILES for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)O[C@H](COC(=O)\C=C\C1=CC=C(O)C=C1)COC(=O)[C@H]1[C@@H]([C@@H]([C@H]1C1=CC=C(O)C=C1)C(=O)OC[C@H](O)COC(=O)\C=C\C1=CC=C(O)C=C1)C1=CC=C(O)C=C1 INCHI for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)InChI=1S/C42H40O14/c43-29-11-1-25(2-12-29)5-19-35(49)53-21-33(47)23-55-41(51)39-37(27-7-15-31(45)16-8-27)40(38(39)28-9-17-32(46)18-10-28)42(52)56-24-34(48)22-54-36(50)20-6-26-3-13-30(44)14-4-26/h1-20,33-34,37-40,43-48H,21-24H2/b19-5+,20-6+/t33-,34-,37-,38-,39-,40-/m1/s1 Structure for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate)3D Structure for NP0281549 ((2r)-2-hydroxy-3-[(e)-(1r,2r,3s,4s)-3-{[(2r)-2-hydroxy-3-{[(2e)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2e)-3-(4-hydroxyphenyl)prop-2-enoate) | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Synonyms | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Chemical Formula | C42H40O14 | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Average Mass | 768.7680 Da | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Monoisotopic Mass | 768.24181 Da | |||||||||||||||||||||||||||||||||||||||||||||||||||
| IUPAC Name | (2R)-2-hydroxy-3-[(E)-(1R,2R,3S,4S)-3-{[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Traditional Name | (2R)-2-hydroxy-3-[(E)-(1R,2R,3S,4S)-3-{[(2R)-2-hydroxy-3-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}propoxy]carbonyl}-2,4-bis(4-hydroxyphenyl)cyclobutanecarbonyloxy]propyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate | |||||||||||||||||||||||||||||||||||||||||||||||||||
| CAS Registry Number | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||
| SMILES | O[C@H](COC(=O)\C=C\C1=CC=C(O)C=C1)COC(=O)[C@H]1[C@@H]([C@@H]([C@H]1C1=CC=C(O)C=C1)C(=O)OC[C@H](O)COC(=O)\C=C\C1=CC=C(O)C=C1)C1=CC=C(O)C=C1 | |||||||||||||||||||||||||||||||||||||||||||||||||||
| InChI Identifier | InChI=1S/C42H40O14/c43-29-11-1-25(2-12-29)5-19-35(49)53-21-33(47)23-55-41(51)39-37(27-7-15-31(45)16-8-27)40(38(39)28-9-17-32(46)18-10-28)42(52)56-24-34(48)22-54-36(50)20-6-26-3-13-30(44)14-4-26/h1-20,33-34,37-40,43-48H,21-24H2/b19-5+,20-6+/t33-,34-,37-,38-,39-,40-/m1/s1 | |||||||||||||||||||||||||||||||||||||||||||||||||||
| InChI Key | OVNMUAZKKIXMSH-IMEJXPHZSA-N | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Experimental Spectra | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| Not Available | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| Predicted Spectra | ||||||||||||||||||||||||||||||||||||||||||||||||||||
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| Chemical Shift Submissions | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| Not Available | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| Species | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| Species of Origin |
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| Chemical Taxonomy | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| Classification | Not classified | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Physical Properties | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| State | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||
| Experimental Properties |
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| Predicted Properties |
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| External Links | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| External Links | Not Available | |||||||||||||||||||||||||||||||||||||||||||||||||||
| References | ||||||||||||||||||||||||||||||||||||||||||||||||||||
| General References |
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