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Year of first isolation: |
2009 |
| Formula: | C33H54O10 |
| Molecular weight: | 610 |
| Occurence in plants: |
Froelichia floridana [Amaranthaceae] »  ![Wikipedia: Froelichia floridana [Amaranthaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC(CC1C(=O)C=C3C2CCC4(C3(CCC4C(C)(CCCC(C)(C)OC5C(C(C(C(O5)CO)O)O)O)O)O)C)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H](C1)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)(CCCC(C)(C)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)O)O)C)C » 
| | IUPAC Name | (3S,5R,9R,10R,13R,14S,17S)-3,14-dihydroxy-17-[(2S)-2-hydroxy-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 42611661 | InChiKey
[ ChemIDPlus: search ] | VKAFQILVRDFOIB-DMLNGFPFSA-N | | InChI | InChI=1S/C33H54O10/c1-29(2,43-28-27(39)26(38)25(37)23(17-34)42-28)10-6-11-32(5,40)24-9-14-33(41)20-16-22(36)21-15-18(35)7-12-30(21,3)19(20)8-13-31(24,33)4/h16,18-19,21,23-28,34-35,37-41H,6-15,17H2,1-5H3/t18-,19-,21-,23+,24-,25+,26-,27+,28-,30+,31+,32-,33+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HR-ESI-MS m/z | [M+Li]+ 617.3881, calculated for C33H54O10Li, 617.3877 |
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| DMSO-d6 | | 01 | 29.1 | | 02 | 28.2 | | 03 | 62.8 | | 04 | 32.1 | | 05 | 50.8 | | 06 | 203.4 | | 07 | 120.3 | | 08 | 165.8 | | 09 | 32.1 | | 10 | 36.1 | | 11 | 20.1 | | 12 | 30.7 | | 13 | 48.6 | | 14 | 85.0 | | 15 | 29.9 | | 16 | 20.7 | | 17 | 51.2 | | 18 | 17.7 | | 19 | 23.8 | | 20 | 73.6 | | 21 | 26.6 | | 22 | 44.5 | | 23 | 18.2 | | 24 | 42.1 | | 25 | 76.5 | | 26 | 26.3 | | 27 | 26.2 | | [glu] 1' | 97.1 | | [glu] 2' | 73.3 | | [glu] 3' | 77.0 | | [glu] 4' | 70.3 | | [glu] 5' | 76.5 | | [glu] 6' | 61.2 |
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| DMSO-d6 | | 01-Ha | 1.22 (m) | | 01-He | 1.49 (m) | | 02-Ha | 1.63 (m) | | 02-He | 1.32 (m) | | 03-He | 3.84 (br, s, w1/2 = 15.6) | | 04-Ha | 1.37 (m) | | 04-He | | | 05-H | 2.27 (dd, 12.1, 3.7) | | 07-H | 5.63 (d, 3.0) | | 09-H | 3.07 (m) | | 11-Ha | 1.59 (m) | | 11-He | 1.47 (m) | | 12-Ha | 1.99 (dd, 11.8, 7.8) | | 12-He | 1.66 (m) | | 15-Ha | 1.50 (m) | | 15-Hb | 1.79 (m) | | 16-Ha | 1.82 (m) | | 16-Hb | 1.67 (m) | | 17-H | 2.17 (t, 9.0) | | 18-Me | 0.73 (s) | | 19-Me | 0.85 (s) | | 21-Me | 1.13 (s) | | 22-Ha | 1.33 (m) | | 22-Hb | 1.26 (m) | | 23-Ha | 1.38 (m) | | 23-Hb | 1.27 (m) | | 24-Ha | 1.38 (m) | | 24-Hb | | | 26-Me | 1.15 (s) | | 27-Me | 1.15 (s) | | [glu] H1 | 4.26 (d, 7.7) | | [glu] H2 | 2.90 (m) | | [glu] H3 | 3.13 (m) | | [glu] H4 | 3.01 (m) | | [glu] H5 | 3.04 (m) | | [glu] H6' | 3.76 (d, 11.0) | | [glu] H6'' | 3.63 (m) |
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| M.P. | °C ; | | [α]D21 | + 26 ° (c 0.07; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 246 () ; |
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Permanent link to this datasheet: 2,22-DIDEOXY-20-HYDROXYECDYSONE 25-O-β-D-GLUCOPYRANOSIDE
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