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Year of first isolation: |
1988 |
| Formula: | C45H72O17 |
| Molecular weight: | 884 |
| Occurence in plants: |
Polypodium glycyrrhiza [Polypodiaceae] »  ![Wikipedia: Polypodium glycyrrhiza [Polypodiaceae]](/images/wikipedia.png)
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| Canonical SMILES | CC1CCC(OC1OC2C(C(C(C(O2)C)O)O)O)C(C)C3CCC4C3(CCC5C4=CC(=O)C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)C)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@H]1C(C([C@H](C(O1)C)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)O)O)C)C)C)C » 
| | IUPAC Name | (3R,5R,9S,10R,13R,14S,17R)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-17-[(1S)-1-[(2R,5S,6R)-5-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]ethyl]-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | 119784-25-7 | | PubChem CID | 147894 | InChiKey
[ ChemIDPlus: search ] | OFFJUHSISSNBNT-NZWHLKEESA-N | | InChI | InChI=1S/C45H72O17/c1-18-7-10-29(59-40(18)62-42-38(55)35(52)32(49)21(4)57-42)19(2)24-8-9-25-23-16-28(47)27-15-22(11-13-45(27,6)26(23)12-14-44(24,25)5)58-43-39(36(53)33(50)30(17-46)60-43)61-41-37(54)34(51)31(48)20(3)56-41/h16,18-22,24-27,29-43,46,48-55H,7-15,17H2,1-6H3/t18-,19-,20-,21-,22+,24+,25+,26+,27-,29+,30+,31-,32-,33+,34+,35+,36-,37+,38+,39+,40+,41-,42-,43+,44+,45+/m0/s1 |
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| EI-MS m/z (relative intensity %) | [M]+ 884 (missing), 430 [aglycone]+ (1), 412 [aglycone-H2O]+ (23), 395 (32), 379 (5), 342 (5), 285 (6), 261 (8), 147 (12), 128 (17), 97 (37), 43 (100). | | FAB-MS (DTE/DTT) m/z | 907 [M+Na]+, 885 [M+H]+, 739, 721, 577, 559, 431, 413, 395, 309 | | HR-MS | HR-FABMS found 885.4843, calc. 885.4848 |
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| C5D5N | | 01 | 36.86 (t ) | | 02 | 29.22 (t ) | | 03 | 76.31 (d ) | | 04 | 26.98 (t ) | | 05 | 53.13 (d ) | | 06 | 198.69 (s ) | | 07 | 123.21 (d ) | | 08 | 163.02 (s ) | | 09 | 49.91 (d ) | | 10 | 38.39 (s ) | | 11 | 21.89 (t ) | | 12 | 38.85 (t ) | | 13 | 44.69 (s ) | | 14 | 55.05 (d ) | | 15 | 22.90 (t ) | | 16 | 26.83 (t ) | | 17 | 52.88 (d ) | | 18 | 12.09 (q ) | | 19 | 13.10 (q ) | | 20 | 40.38 (d ) | | 21 | 13.85 (q ) | | 22 | 78.11 (d ) | | 23 | 23.98 (t ) | | 24 | 31.49 (t ) | | 25 | 36.45 (d ) | | 26 | 107.32 (d ) | | 27 | 16.68 (q ) | | s-1' | 99.53 | | s-2' | 79.47 | | s-3' | 78.30 | | s-4' | 71.87 | | s-5' | 78.11 | | s-6' | 62.74 | | s1" | 102.17 | | s2" | 72.78 | | s3" | 72.50 | | s4" | 73.95 | | s5" | 69.49 | | s6" | 18.75 | | su1"' | 102.03 | | su2"' | 72.78 | | su3"' | 72.14 | | su4"' | 74.12 | | su5"' | 70.48 | | su6"' | 18.44 |
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| C5D5N | | 01-Ha | 1' 5.02 (d, 6.6) | | 01-Hb | 2' | | 02-Ha | 3' | | 03-He | 3.84 (m ) 4' | | 04-Ha | 5' | | 04-He | 6' | | 05-H | | | 07-H | 5.84 (br,s ) | | 09-Ha | 1" 6.26 (br,s ) | | 11-Ha | 2" | | 11-He | 3" | | 12-Ha | 4" | | 12-He | 5" | | 14-H | 6"-Me 1.74 (d, 6) | | 15-Ha | | | 15-Hb | | | 16-Ha | 1"' 5.61 (br,s ) | | 16-Hb | 2"' | | 17-H | 3"' | | 18-Me | 0.48 (s ) 4"' | | 19-Me | 0.86 (s ) 5"' | | 21-Me | 1.01 (d, 6) 6"'-Me 1.66 (d, 6) | | 22-H | 3.46 (m ) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-H | 4.45 (d, 8) | | 27-Me | 0.91 (d, 6) |
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| M.P. | 198-200 °C | | [α]D20 | -37 ° (c 0.3; MeOH) | | IR (KBr) ν max (cm-1) | 3435 (OH), 1667 (unsaturated ketone), 1460, 1453, 1225, 1036 | | UV (EtOH) λ max (log ε) | 244 (4.03) |
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Permanent link to this datasheet: POLYPODOSIDE A
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