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Year of first isolation: |
1989 |
| Formula: | C40H64O13 |
| Molecular weight: | 752 |
| Occurence in plants: |
Polypodium glycyrrhiza [Polypodiaceae] »  ![Wikipedia: Polypodium glycyrrhiza [Polypodiaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC1CCC(OC1OC2C(C(C(C(O2)C)O)OC)O)C(C)C3CCC4C3(CCC5C4=CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)O)C)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@H](C[C@H](C1)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H]([C@H]1CC[C@@H]([C@H](O1)O[C@H]1C(C([C@H](C(O1)C)O)OC)O)C)C)C)C » 
| | IUPAC Name | 17-[1-[6-(3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl)oxy-5-methyloxan-2-yl]ethyl]-10,13-dimethyl-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | 120015-17-0 | | PubChem CID | 14282756 | InChiKey
[ ChemIDPlus: search ] | NDAYDFGEXFEFMC-UHFFFAOYSA-N | | InChI | InChI=1S/C40H64O13/c1-18-7-10-28(51-36(18)53-38-34(47)35(48-6)30(43)20(3)49-38)19(2)23-8-9-24-22-16-27(42)26-15-21(11-13-40(26,5)25(22)12-14-39(23,24)4)50-37-33(46)32(45)31(44)29(17-41)52-37/h16,18-21,23-26,28-38,41,43-47H,7-15,17H2,1-6H3 |
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| FAB-MS (LiI/3-NBA) m/z | 775 [M+Li]+ | | EI-MS m/z (relative intensity %) | [M]+ 752 (missing), 430 [aglycone]+ (23), 413 [aglycone-OH]+ (63), 395 (40), 43 (100). | | HR-FAB-MS | 753.4437, for C40H65O13 calcul. 753.4425 |
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| C5D5N | | 01 | 36.78 (t ) | | 02 | 29.31 (t ) | | 03 | 76.83 (d ) | | 04 | 27.30 (t ) | | 05 | 53.15 (d ) | | 06 | 198.78 (s ) | | 07 | 123.21 (s ) | | 08 | 163.04 (s ) | | 09 | 49.90 (d ) | | 10 | 38.28 (s ) | | 11 | 21.87 (t ) | | 12 | 38.81 (s ) | | 13 | 44.67 (s ) | | 14 | 55.02 (d ) | | 15 | 22.85 (t ) | | 16 | 26.97 (t ) | | 17 | 52.82 (d ) | | 18 | 12.11 (q ) | | 19 | 13.02 (q ) | | 20 | 40.36 (d ) | | 21 | 13.85 (q ) | | 22 | 78.15 (d ) | | 23 | 23.95 (t ) | | 24 | 31.48 (t ) | | 25 | 36.42 (d ) | | 26 | 107.19 (d ) | | 27 | 16.72 (q ) | | s-1' | 102.17 | | s-2' | 75.26 | | s-3' | 78.48 | | s-4' | 71.67 | | s-5' | 78.43 | | s-6' | 62.88 | | s1" | 101.74 | | s2" | 70.38 | | s3" | 82.62 | | s4" | 72.14 | | s5" | 67.85 | | s6" | 18.37 |
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| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.86 (br, s) | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.50 (s ) | | 19-Me | 0.74 (s ) | | 21-Me | 1.05 (d, 6) | | 22-H | 3.49 (m ) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-H | 4.50 (d, 8) | | 27-Me | 0.99 (d, 6) | | H-1" | 5.65 (1H, br s) | | H-1' | 5.07 (1H, d, J=7) | | H-6" | 1.67 (2H, d, J=6) | | O-Me | 3.56 (3H, s) |
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| M.P. | 200-202 °C | | [α]D20 | -26.3 ° (c 0.3; MeOH) | | IR (KBr) ν max (cm-1) | 3450 (OH), 1659, 1384, 1143, 1102, 1074, 1058, 1048, 1033, 9 | | UV (EtOH) λ max (log ε) | 244 (4.16) |
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| HPTLC | | | TLC | | | GLC | | | HPLC | | | LC | Silicagel (100g) 230-400 mesh, eluted with CHCl3-MeOH-H2O (13:7:2, lower layer); RP-8 Merck, size B, gradient elution from H2O to H2O-MeOH |
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Permanent link to this datasheet: POLYPODOSIDE C
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