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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,5R,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 | 42611662 | InChiKey
[ ChemIDPlus: search ] | SVMJZCACKKJCOO-HEQJLXOMSA-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+Li]+ 763.4463, calculated for C39H64O14Li, 763.4456 |
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| DMSO-d6 | | 01 | 28.8 | | 02 | 27.7 | | 03 | 62.0 | | 04 | 32.2 | | 05 | 50.7 | | 06 | 205.0 | | 07 | 120.4 | | 08 | 167.0 | | 09 | 31.7 | | 10 | 36.5 | | 11 | 20.6 | | 12 | 30.9 | | 13 | 49.1 | | 14 | 84.0 | | 15 | 30.8 | | 16 | 26.9 | | 17 | 50.4 | | 18 | 15.8 | | 19 | 24.1 | | 20 | 35.4 | | 21 | 19.2 | | 22 | 36.7 | | 23 | 20.6 | | 24 | 42.3 | | 25 | 78.0 | | 26 | 25.7 | | 27 | 26.9 | | [glu 1] 1 | 95.9 | | [glu 1] 2 | 82.1 | | [glu 1] 3 | 76.7 | | [glu 1] 4 | 70.4 | | [glu 1] 5 | 77.3 | | [glu 1] 6 | 61.3 | | [glu 2] 1' | 104.3 | | [glu 2] 2' | 75.4 | | [glu 2] 3' | 76.3 | | [glu 2] 4' | 70.2 | | [glu 2] 5' | 76.3 | | [glu 2] 6' | 61.4 |
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| DMSO-d6 | | 01-Ha | 1.26 (m) | | 01-He | 1.42 (m) | | 02-Ha | 1.56 (m) | | 02-He | 1.43 (m) | | 03-He | 3.78 (br, s, w1/2 = 15.7) | | 04-Ha | 1.32 (m) | | 04-He | | | 05-H | 2.19 (dd, 12.3, 3.3) | | 07-H | 5.59 (s) | | 09-H | 3.07 (m) | | 11-Ha | 1.51 (m) | | 11-He | 1.37 (m) | | 12-Ha | 1.86 (m) | | 12-He | 1.53 (m) | | 15-Ha | 1.42 (m) | | 15-Hb | 1.73 (m) | | 16-Ha | 1.86 (m) | | 16-Hb | 1.19 (m) | | 17-H | 1.79 (t, 9.0) | | 18-Me | 0.50 (s) | | 19-Me | 0.78 (s) | | 20-H | 1.28 (m) | | 21-Me | 0.79 (d, 6.7) | | 22-Ha | 1.25 (m) | | 22-Hb | 0.87 (m) | | 23-Ha | 1.99 (m) | | 23-Hb | 1.25 (m) | | 24-Ha | 1.37 (m) | | 24-Hb | 1.25 (m) | | 26-Me | 1.08 (s) | | 27-Me | 1.08 (s) | | [glu 1] H1 | 4.38 (d, 7.4) | | [glu 1] H2 | 3.14 (d, 8.4) | | [glu 1] H3 | 3.34 (d, 8.3) | | [glu 1] H4 | 3.04 (m) | | [glu 1] H5 | 3.07 (m) | | [glu 1] H6 | 3.60 (d, 11.6), 3.43 (m) | | [glu 2] H1' | 4.33 (d, 7.7) | | [glu 2] H2' | 2.96 (t, 8.4) | | [glu 2] H3' | 3.13 (m) | | [glu 2] H4' | 3.07 (m) | | [glu 2] H5' | 3.06 (m) | | [glu 2] H6' | 3.55 (d, 11.6), 3.37 (m) |
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| M.P. | °C ; | | [α]D21 | + 48 ° (c 0.92; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 248 () ; |
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Permanent link to this datasheet: 2,22-DIDEOXYECDYSONE 25-O-β-D-GLUCOPYRANOSYL-(1->2)-β-D-GLUCOPYRANOSIDE
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