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Year of first isolation: |
2009 |
| Formula: | C33H54O9 |
| Molecular weight: | 594 |
| 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 | CC(CCCC(C)(C)OC1C(C(C(C(O1)CO)O)O)O)C2CCC3(C2(CCC4C3=CC(=O)C5C4(CCC(C5)O)C)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@H](C)CCCC(C)(C)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)O)C)C » 
| | IUPAC Name | (3S,5R,9R,10R,13R,14S,17R)-3,14-dihydroxy-10,13-dimethyl-17-[(2R)-6-methyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102508396 | InChiKey
[ ChemIDPlus: search ] | DFNYUIZVXGEUPJ-LJPSFWCPSA-N | | InChI | InChI=1S/C33H54O9/c1-18(7-6-11-30(2,3)42-29-28(39)27(38)26(37)25(17-34)41-29)20-10-14-33(40)22-16-24(36)23-15-19(35)8-12-31(23,4)21(22)9-13-32(20,33)5/h16,18-21,23,25-29,34-35,37-40H,6-15,17H2,1-5H3/t18-,19+,20-,21+,23+,25-,26-,27+,28-,29+,31-,32-,33-/m1/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HR-ESI-MS m/z | [M+Na]+ 617.3250, calculated for C33H54O10Na, 617.3666 |
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| CD3OD | | 01 | 29.1 | | 02 | 29.0 | | 03 | 65.6 | | 04 | 33.4 | | 05 | 52.5 | | 06 | 207.0 | | 07 | 121.8 | | 08 | 168.6 | | 09 | 37.7 | | 10 | 43.4 | | 11 | 21.8 | | 12 | 32.4 | | 13 | 48.3 | | 14 | 86.1 | | 15 | 31.9 | | 16 | 28.0 | | 17 | 52.0 | | 18 | 16.4 | | 19 | 24.5 | | 20 | 37.0 | | 21 | 19.6 | | 22 | 38.0 | | 23 | 21.8 | | 24 | 43.7 | | 25 | 79.2 | | 26 | 26.9 | | 27 | 27.1 | | [glu] 1 | 98.8 | | [glu] 2 | 75.4 | | [glu] 3 | 78.4 | | [glu] 4 | 71.9 | | [glu] 5 | 77.7 | | [glu] 6 | 63.0 |
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| CD3OD | | 01-Ha | 1.43 (m) | | 01-He | 1.62 (m) | | 02-Ha | 1.80 (m) | | 02-He | 1.65 (m) | | 03-He | 3.98 (br, s, w1/2 = 15.8) | | 04-Ha | 1.31 (m) | | 04-He | 1.57 (m) | | 05-H | 2.42 (dd, 12.1, 4.0) | | 07-H | 5.81 (s) | | 09-H | 3.34 (m) | | 11-Ha | 1.74 (m) | | 11-He | 1.53 (m) | | 12-Ha | 2.08 (m) | | 12-He | 1.77 (m) | | 15-Ha | 1.58 (m) | | 15-Hb | 1.95 (m) | | 16-Ha | 2.06 (m) | | 16-Hb | 1.42 (m) | | 17-H | 1.97 (t, 9.5) | | 18-Me | 0.71 (s) | | 19-Me | 0.97 (s) | | 20-H | 1.50 (m) | | 21-Me | 0.96 (d, 6.4) | | 22-Ha | 1.45 (m) | | 22-Hb | 1.02 (m) | | 23-Ha | 1.62 (m) | | 23-Hb | 1.47 (m) | | 24-Ha | 1.56 (m) | | 24-Hb | 1.46 (m) | | 26-Me | 1.25 (s) | | 27-Me | 1.25 (s) | | [glu] H1 | 4.45 (d, 7.8) | | [glu] H2 | 3.13 (m) | | [glu] H3 | 3.36 (m) | | [glu] H4 | 3.30 (m) | | [glu] H5 | 3.24 (m) | | [glu] H6' | 3.82 (dd, 11.7, 2.3) | | [glu] H6'' | 3.65 (m) |
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| M.P. | °C ; | | [α]D21 | + 14 ° (c 0.43; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 247 () ; |
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Permanent link to this datasheet: 2,22-DIDEOXYECDYSONE 25-O-β-D-GLUCOPYRANOSIDE
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