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Year of first isolation: |
1971 |
| Formula: | C40H64O13 |
| Molecular weight: | 752 |
| Occurence in plants: |
Polypodium vulgare [Polypodiaceae] »  ![Wikipedia: Polypodium vulgare [Polypodiaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC1CCC(OC1OC)C(C)C2CCC3C2(CCC4C3=CC(=O)C5C4(CCC(C5)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)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)C1CCC(C(O1)OC)C)C)C » 
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)C1CC[C@H]([C@H](O1)OC)C)C)C »
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)C1CC[C@H]([C@@H](O1)OC)C)C)C »
| | IUPAC Name | (3S,5S,9R,10R,13R,14R,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-17-[(1S)-1-(6-methoxy-5-methyloxan-2-yl)ethyl]-10,13-dimethyl-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101534443 | InChiKey
[ ChemIDPlus: search ] | WBAQZGCULGWMSH-PSNSKPJSSA-N | | InChI | InChI=1S/C40H64O13/c1-18-7-10-28(51-36(18)48-6)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)50-38-35(33(46)31(44)29(17-41)52-38)53-37-34(47)32(45)30(43)20(3)49-37/h16,18-21,23-26,28-38,41,43-47H,7-15,17H2,1-6H3/t18?,19-,20-,21-,23+,24-,25-,26+,28?,29+,30-,31+,32+,33-,34+,35+,36?,37-,38+,39+,40+/m0/s1 |
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| HRESI-MS | [M+H]+ = 753.4420, calculated for C40H65O13 753.4420 | | CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 671 (2) [M+Na-C4H803]+, 655 (3) [M+Na-C4H804]+, 629 (100), 331 (1) [C12H20O9Na]+ |
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| CD3OD | | 01 | 37.9 | | 02 | 29.9 | | 03 | 77.6 | | 04 | 27.4 | | 05 | 54.4 | | 06 | 202.6 | | 07 | 123.6 | | 08 | 167.2 | | 09 | 51.4 | | 10 | 39.7 | | 11 | 23.0 | | 12 | 40.1 | | 13 | 46.1 | | 14 | 56.5 | | 15 | 23.8 | | 16 | 28.2 | | 17 | 54.3 | | 18 | 12.8 | | 19 | 13.6 | | 20 | 41.5 | | 21 | 14.4 | | 22 | | | 23 | 25.2 | | 24 | 32.4 | | 25 | 37.3 | | 26 | 109.9 | | 27 | 16.9 | | 28 | 56.7 | | [sugar] 1" | 102.4 | | [sugar] 1' | 100.1 | | [sugar] 2" | 72.4 | | [sugar] 2' | 79.4 | | [sugar] 3" | 72.5 | | [sugar] 3' | | | [sugar] 4" | 74.2 | | [sugar] 4' | 72.1 | | [sugar] 5" | 70.0 | | [sugar] 5' | 77.9 | | [sugar] 6" | 18.1 | | [sugar] 6' | 63.0 |
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| CD3OD | | 01-Ha | 1.44 | | 01-Hb | 1.87 | | 02-Ha | 1.44 | | 02-Hb | 1.89 | | 03-He | 3.81 (tt, 11.2, 4.3) | | 04-Ha | 1.40 | | 04-Hb | 2.33 | | 05-H | 2.35 | | 07-H | 5.67 (t, 2.2) | | 09-H | 2.31 | | 11-Ha | 1.69 | | 11-Hb | 1.87 | | 12-Ha | 1.49 | | 12-Hb | 2.18 | | 14-H | 2.18 | | 15-Ha | 1.59 | | 15-Hb | 1.69 | | 16-Ha | 1.49 | | 16-Hb | 1.89 | | 17-H | 1.44 | | 18-Me | 0.68 (s) | | 19-Me | 0.88 (s) | | 20-H | 1.79 | | 21-Me | 1.01 (d, 6.7) | | 22-H | 3.45 | | 23-Ha | 1.30 (qd, 12.5, 3.4) | | 23-Hb | 1.43 (d, 12.5) | | 24-Ha | 1.20 (qd, 12.5, 3.4) | | 24-Hb | 1.82 (d, 12.5) | | 25-H | 1.35 | | 26-H | 3.95 (d, 8.5) | | 27-Me | 0.89 (d, 6.8) | | 28-Me | 4.55 (d, 7.8) | | [sugar] H1' | 4.55 (d, 7.8) | | [sugar] H1'' | 5.19 (d, 1.7) | | [sugar] H2' | 3.37 | | [sugar] H2'' | 3.93 (dd, 3.4, 1.7) | | [sugar] H3' | 3.49 | | [sugar] H3'' | 3.72 (dd, 9.6, 3.4) | | [sugar] H4' | 3.26 | | [sugar] H4'' | 3.37 | | [sugar] H5' | 3.26 | | [sugar] H5'' | 4.13 | | [sugar] H6' | 3.64 | | [sugar] Me6'' | 1.24 (d, 6.2) |
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| M.P. | °C ; | | [α]D28 | -10 ° (c 0.1 ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 241 (3.84) ; |
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Permanent link to this datasheet: 26-METHOXYPOLYPODOSAPONIN
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