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Year of first isolation: |
1991 |
| Formula: | C35H56O13 |
| Molecular weight: | 684 |
| Occurence in plants: |
Melandrium turkestanicum [Caryophyllaceae] »  ![Wikipedia: Melandrium turkestanicum [Caryophyllaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@H](O[C@@H]1C(C([C@H](C(O1)CO)O)O)O)CCC(C)(C)OC(=O)C)O)O)C)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | CC(=O)OC(C)(C)CC[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O[C@@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O » 
| | IUPAC Name | [(5R,6R)-6-hydroxy-2-methyl-6-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl] acetate | | CAS-RN | | | PubChem CID | 21770555 | InChiKey
[ ChemIDPlus: search ] | URINUHVDRGPXSD-NSYLOLJSSA-N | | InChI | InChI=1S/C35H56O13/c1-17(37)48-31(2,3)10-9-26(47-30-29(43)28(42)27(41)24(16-36)46-30)34(6,44)25-8-12-35(45)19-13-21(38)20-14-22(39)23(40)15-32(20,4)18(19)7-11-33(25,35)5/h13,18,20,22-30,36,39-45H,7-12,14-16H2,1-6H3/t18-,20-,22+,23-,24+,25-,26+,27-,28-,29+,30+,32+,33+,34+,35+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 588 (M-CH3COOH-2H2O)+ (0.7), 573 (0.4), 570 (0.8), 46 (1.5), 444 (18), 426 (80), 411 (26), 408 (60), 393 (27), 363 (18), 345 (100), 328 (98), 327 (99), 301 (40), 400 (40), 145 (30), 144 (32), 125 (32), 99 (32), 81 (32), 69 (32) | | HR-MS | |
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| C5D5N | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | | | 22 | | | 23 | | | 24 | | | 25 | | | 26 | | | 27 | |
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| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | 3.99-4.10 | | 03-He | 3.99-4.10 | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 6.04 | | 09-Ha | 3.47 | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.07 | | 19-Me | 0.91 | | 21-Me | 1.51 | | 22-H | 3.58 | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.40* | | 27-Me | 1.47* | | O-Ac | 1.84 (3H) | | sugar H-1' | 5.46 (d ) |
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| M.P. | 204-206 °C | | [α]D20 | + 92.3 ? 2 ° (c 0.17; MeOH) | | IR (KBr) ν max (cm-1) | 3400-3450 (OH), 1670 (cyclohexenone), 1720, 1270 | | UV (EtOH) λ max (log ε) | |
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Permanent link to this datasheet: MELANDRIOSIDE A
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