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Year of first isolation: |
2007 |
| Formula: | C33H54O11 |
| Molecular weight: | 626 |
| 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(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)O)C(CCC(C)(C)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@@H](C(C(O1)CO)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@H](C)[C@@H](CCC(C)(C)O)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,14-dihydroxy-10,13-dimethyl-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-6-one | | CAS-RN | | | PubChem CID | 102393302 | InChiKey
[ ChemIDPlus: search ] | FTLIFNFCYSPHIR-BMAVLFHQSA-N | | InChI | InChI=1S/C33H54O11/c1-16(21(35)8-9-30(2,3)41)17-7-11-33(42)19-12-22(36)20-13-24(43-29-28(40)27(39)26(38)25(15-34)44-29)23(37)14-31(20,4)18(19)6-10-32(17,33)5/h12,16-18,20-21,23-29,34-35,37-42H,6-11,13-15H2,1-5H3/t16-,17+,18-,20-,21+,23-,24+,25+,26+,27-,28+,29+,31+,32+,33+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | HR-ESI-MS | 649.3604 [M+Na]+ (calc. 649.3564 for [C33H54O11Na]+) | | CI-MS (NH3) m/z | |
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| C5D5N | | 01 | 38.9 | | 02 | 67.6 | | 03 | 77.7 | | 04 | 30.7 | | 05 | 51.6 | | 06 | 203.5 | | 07 | 121.8 | | 08 | 166.3 | | 09 | 34.5 | | 10 | 39.2 | | 11 | 21.3 | | 12 | 31.6 | | 13 | 47.7 | | 14 | 84.0 | | 15 | 32.2 | | 16 | 21.3 | | 17 | 48.6 | | 18 | 16.0 | | 19 | 24.3 | | 20 | 43.3 | | 21 | 13.9 | | 22 | 74.2 | | 23 | 26.9 | | 24 | 42.8 | | 25 | 70.0 | | 26 | 30.3 | | 27 | 30.5 | | [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 | | 1-Ha | 1.77-1.80 | | 1-He | 2.06-2.09 | | 11-Ha | 1.72-1.75 | | 11-He | | | 12-Ha | 2.50-2.52 | | 12-He | 1.80-1.82 | | 15-Ha | 2.06 (br, s) | | 15-Hb | | | 16-Ha | 1.91 (br, s) | | 16-Hb | | | 17-H | 2.50-2.52 | | 18-Me | 0.70 (s) | | 19-Me | 0.90 (s) | | 2-Ha | 4.10-4.14 | | 20-H | 2.09-2.13 | | 21-Me | 1.28 (d, 6.4) | | 22-H | 4.12-4.15 | | 23-Ha | 1.57 (br, s) | | 23-Hb | | | 24-Ha | 1.79-1.82 | | 24-Hb | 2.19 (br, s) | | 26-Me | 1.39 (s) | | 27-Me | 1.39 (s) | | 3-He | 4.30 (br, s) | | 4-Ha | 1.68-1.71 | | 4-He | 2.20-2.23 | | 5-H | 2.93 (br, d, 10.4) | | 7-H | 6.18 (s) | | 9-H | 3.50 (br, s) | | [sugar] 1' | 4.93 (d, 12) | | [sugar] 2' | 4.05 (br, s) | | [sugar] 3' | 3.92 (br, s) | | [sugar] 4' | 4.21 (m) | | [sugar] 5' | 4.21 (m) | | [sugar] 6' | 4.34 (m) | | [sugar] 6'' | 4.53 (d, 10.4) |
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| M.P. | 275-277 °C ; | | [α]D20 | + 36.6 (c 3.27; pyridine) | | UV (MeOH) λ max (ε) | 245 (1647) ; | | IR (NaCl) ν max (cm-1) | 3359, 1651, 1448, 1364, 1074, 1040 |
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Permanent link to this datasheet: ECDYSONE 3-O-β-D-GLUCOPYRANOSIDE
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