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Year of first isolation: |
2007 |
| Formula: | C35H56O13 |
| Molecular weight: | 684 |
| Occurence in plants: |
Sida rhombifolia [Malvaceae] »  ![Wikipedia: Sida rhombifolia [Malvaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(=O)OC(C)(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)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)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)OC(=O)C)O)O)O)C)C » 
| | IUPAC Name | [(5R,6R)-6-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,14-dihydroxy-10,13-dimethyl-6-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-5,6-dihydroxy-2-methylheptan-2-yl] acetate | | CAS-RN | | | PubChem CID | 102393301 | InChiKey
[ ChemIDPlus: search ] | NJIPVBZFJXLEEQ-ZHOBEPCUSA-N | | InChI | InChI=1S/C35H56O13/c1-17(37)48-31(2,3)10-9-26(40)34(6,44)25-8-12-35(45)19-13-21(38)20-14-23(46-30-29(43)28(42)27(41)24(16-36)47-30)22(39)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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| EI-MS m/z (relative intensity %) | | | HR-ESI-MS | 707.3683 [M+Na]+ (calc. 707.3619 for [C35H56O13Na]+) | | CI-MS (NH3) m/z | |
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| C5D5N | | 01 | 39.4 | | 02 | 67.9 | | 03 | 78.0 | | 04 | 31.0 | | 05 | 51.8 | | 06 | 203.5 | | 07 | 122.0 | | 08 | 166.8 | | 09 | 34.7 | | 10 | 39.1 | | 11 | 21.5 | | 12 | 32.4 | | 13 | 48.4 | | 14 | 84.5 | | 15 | 32.1 | | 16 | 21.9 | | 17 | 50.6 | | 18 | 18.3 | | 19 | 24.5 | | 20 | 77.2 | | 21 | 22.0 | | 22 | 77.9 | | 23 | 27.3 | | 24 | 39.7 | | 25 | 82.8 | | 26 | 26.6 | | 27 | 26.7 | | CH3CO | 22.7, 170.7 | | [sugar] 1' | 104.3 | | [sugar] 2' | 74.9 | | [sugar] 3' | 78.9 | | [sugar] 4' | 71.8 | | [sugar] 5' | 78.7 | | [sugar] 6' | 62.7 |
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| C5D5N | | 01-Ha | 1.78 (br, s) | | 01-He | 2.00-2.06 | | 02-Ha | 4.08-4.11 | | 03-He | 4.31 (br, s) | | 04-Ha | 1.67-1.75 | | 04-He | 2.21-2.25 | | 05-H | 2.91-2.96 | | 07-H | 6.21 (s) | | 09-H | 3.54 (br, s) | | 11-Ha | 1.75-2.04 | | 11-He | 1.83-1.90 | | 12-Ha | 2.54-2.59 | | 12-He | 2.00-2.04 | | 15-Ha | 2.04-2.06 | | 15-Hb | 2.54-2.59 | | 16-Ha | 2.00-2.04 | | 16-Hb | 2.39-2.45 | | 17-H | 2.96-2.99 | | 18-Me | 1.20 (s) | | 19-Me | 0.90 (s) | | 21-Me | 1.61 (s) | | 22-H | 3.84 (br, d, 10.4) | | 23-Ha | 1.67-1.71 | | 23-Hb | 1.97-1.90 | | 24-Ha | 2.21-2.25 | | 24-Hb | 2.39-2.45 | | 26-Me | 1.44 (s) | | 27-Me | 1.50 (s) | | CH3CO | 1.96 (s) | | [sugar] 1' | 4.93 (d, 7.6) | | [sugar] 2' | 4.03 (t, 7.2) | | [sugar] 3' | 3.93 (br, s) | | [sugar] 4' | 4.21 (m) | | [sugar] 5' | 4.20 (m) | | [sugar] 6' | 4.32 (m) | | [sugar] 6'' | 4.52 (d, 11.6) |
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| M.P. | °C ; | | [α]D20 | + 18.1 (c 2.87; pyridine) | | UV (MeOH) λ max (ε) | 244 (1579) ; | | IR (NaCl) ν max (cm-1) | 3386, 1649, 1373, 1272, 1075 |
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Permanent link to this datasheet: 25-ACETOXY-20-HYDROXYECDYSONE 3-O-β-D-GLUCOPYRANOSIDE
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