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Year of first isolation: |
2009 |
| Formula: | C39H64O14 |
| Molecular weight: | 756 |
| 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)OC2C(C(C(C(O2)CO)O)O)O)C3CCC4(C3(CCC5C4=CC(=O)C6C5(CCC(C6)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)OC1C(C(C(C(O1)CO)O)O)O)O)C)C » 
| | IUPAC Name | (3S,5S,9R,10R,13R,14S,17R)-17-[(2R)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methylheptan-2-yl]-3,14-dihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102508398 | InChiKey
[ ChemIDPlus: search ] | SVMJZCACKKJCOO-JSOHXHGPSA-N | | InChI | InChI=1S/C39H64O14/c1-19(21-10-14-39(49)23-16-25(43)24-15-20(42)8-12-37(24,4)22(23)9-13-38(21,39)5)7-6-11-36(2,3)53-35-33(31(47)29(45)27(18-41)51-35)52-34-32(48)30(46)28(44)26(17-40)50-34/h16,19-22,24,26-35,40-42,44-49H,6-15,17-18H2,1-5H3/t19-,20+,21-,22+,24-,26-,27-,28-,29-,30+,31+,32-,33-,34+,35+,37-,38-,39-/m1/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HR-ESI-MS m/z | [M+H]+ 757.4299, calculated for C39H64O14H, 757.4374 |
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| CD3OD | | 01 | 38.0 | | 02 | 31.0 | | 03 | 71.8 | | 04 | 31.4 | | 05 | 54.7 | | 06 | 203.4 | | 07 | 123.3 | | 08 | 166.7 | | 09 | 47.6 | | 10 | 39.7 | | 11 | 21.8 | | 12 | 32.2 | | 13 | 47.8 | | 14 | 85.8 | | 15 | 32.0 | | 16 | 28.0 | | 17 | 52.0 | | 18 | 16.5 | | 19 | 13.4 | | 20 | 37.1 | | 21 | 19.8 | | 22 | 38.0 | | 23 | 21.8 | | 24 | 43.9 | | 25 | 79.9 | | 26 | 26.4 | | 27 | 27.3 | | [glu 1] 2 | 82.7 | | [glu 1] 3 | 78.4 | | [glu 1] 4 | 71.3 | | [glu 1] 5 | 78.7 | | [glu 1] 6 | 63.1 | | [glu 2] 1' | 105.5 | | [glu 2] 2' | 76.5 | | [glu 2] 3' | 77.7 | | [glu 2] 4' | 71.6 | | [glu 2] 5' | 77.9 | | [glu 2] 6' | 62.9 | | [glu1] 1 | 97.4 |
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| CD3OD | | 01-Ha | 1.39 (m) | | 01-He | 1.83 (m) | | 02-Ha | 2.10 (m) | | 02-He | 1.39 (m) | | 03-He | 3.61 (m) | | 04-Ha | 1.78 (m) | | 04-He | 2.11 (m) | | 05-H | 2.36 (dd, 12.3, 3.5) | | 07-H | 5.85 (d, 2.7) | | 09-H | 2.75 (m) | | 11-Ha | 1.77 (m) | | 11-He | 1.58 (m) | | 12-Ha | 2.07 (m) | | 12-He | 1.73 (m) | | 15-Ha | 1.58 (m) | | 15-Hb | 1.92 (m) | | 16-Ha | 2.03 (m) | | 16-Hb | 1.40 (m) | | 17-H | 1.92 (tm) | | 18-Me | 0.72 (s) | | 19-Me | 0.86 (s) | | 20-H | 1.47 (m) | | 21-Me | 0.97 (d, 6.5) | | 22-Ha | 1.46 (m) | | 22-Hb | 1.10 (m) | | 23-Ha | 1.56 (m) | | 23-Hb | 1.32 (m) | | 24-Ha | 1.53 (m) | | 24-Hb | 1.42 (m) | | 26-Me | 1.27 (s) | | 27-Me | 1.27 (s) | | [glu 1] H1 | 4.59 (d, 8.5) | | [glu 1] H2 | 3.41 (m) | | [glu 1] H3 | 3.53 (m) | | [glu 1] H4 | 3.54 (m) | | [glu 1] H5 | 3.27 (m) | | [glu 1] H6 | 3.84 (d, 11.5), 3.69 (m) | | [glu 2] H1' | 4.58 (d, 8.1) | | [glu 2] H2' | 3.22 (m) | | [glu 2] H3' | 3.38 (m) | | [glu 2] H4' | 3.31 (m) | | [glu 2] H5' | 3.24 (m) | | [glu 2] H6' | 3.81(d, 11.8), 3.64 (m) |
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| M.P. | °C ; | | [α]D21 | + 32 ° (c 0.38; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 248 () ; |
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Permanent link to this datasheet: (5α)-2,22-DIDEOXYECDYSONE 25-O-β-D-GLUCOPYRANOSYL-(1->2)-β-D-GLUCOPYRANOSIDE
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