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Year of first isolation: |
1998 |
| Formula: | C39H64O17 |
| Molecular weight: | 804 |
| Occurence in plants: |
Silene tatarica [Caryophyllaceae] »  ![Wikipedia: Silene tatarica [Caryophyllaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)O[C@H]1C(C([C@H](C(O1)CO[C@@H]1C(C([C@H](C(O1)CO)O)O)O)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-2,14-dihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102316919 | InChiKey
[ ChemIDPlus: search ] | QMUZULHLTKODCA-FNKAHMMCSA-N | | InChI | InChI=1S/C39H64O17/c1-35(2,50)9-8-26(43)38(5,51)25-7-11-39(52)18-12-20(41)19-13-22(21(42)14-36(19,3)17(18)6-10-37(25,39)4)54-34-32(49)30(47)28(45)24(56-34)16-53-33-31(48)29(46)27(44)23(15-40)55-33/h12,17,19,21-34,40,42-52H,6-11,13-16H2,1-5H3/t17-,19-,21-,22+,23+,24+,25-,26+,27-,28-,29-,30-,31+,32+,33-,34-,36+,37+,38+,39+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 588 (3), 573 (3), 570 (6), 555 (2.1), 552 (2.4), 534 (2.1), 516 (1.5), 501, 462, 455, 444 (30), 426 (36), 411 (15), 408 (15), 393 (10), 375, 357, 345 (12), 327, 300 (100), 99 (30, 81 (27). | | HR-MS | |
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| C5D5N | | 01 | 38.53 | | 02 | 68.08 | | 03 | 79.15 | | 04 | 31.43 | | 05 | 52.43 | | 06 | 202.97 | | 07 | 121.51 | | 08 | 166.51 | | 09 | 34.25 | | 10 | 39.39 | | 11 | 21.04 | | 12 | 31.68 | | 13 | 48.06 | | 14 | 84.12 | | 15 | 31.68 | | 16 | 21.46 | | 17 | 50.10 | | 18 | 17.84 | | 19 | 24.27 | | 20 | 76.87 | | 21 | 21.67 | | 22 | 77.57 | | 23 | 22.45 | | 24 | 42.60 | | 25 | 69.57 | | 26 | 29.99 | | 27 | 30.06 | | H-01' | 103.71 | | H-02' | 71.02 | | H-03' | 71.78 | | H-04' | 71.02 | | H-05' | 73.46 | | H-06' | 62.62 | | H-1" | 101.75 | | H-2" | 70.95 | | H-3" | 71.66 | | H-4" | 70.56 | | H-5" | 72.59 | | H-6" | 62.62 |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | 4.04 | | 03-He | 4.08 | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 6.19 | | 09-H | 3.45 (m) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.19 (s) | | 19-Me | 0.97 (s) | | 21-Me | 1.57 (s) | | 22-H | 3.84 (dd) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.35 (s) | | 27-Me | 1.35 (s) | | H-01' | 5.56 (d, 4) | | H-1'' | 5.16 (d, 4) |
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| M.P. | 228-230 °C ; | | [α]D20 | + 100.4 ? ° (c 2.59 ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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Permanent link to this datasheet: ECDYSTEROSIDE
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