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Year of first isolation: |
2019 |
| Formula: | C39H64O13 |
| Molecular weight: | 740 |
| Occurence in plants: |
Silene montbretiana [Caryophyllaceae] »  ![Wikipedia: Silene montbretiana [Caryophyllaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H](C1)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@H](C)CCCC(C)(C)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C)C » 
| | IUPAC Name | (3S,5R,9R,10R,13R,14R,17R)-10,13-dimethyl-17-((2R)-6-methyl-6-(((2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)heptan-2-yl)-3-(((2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | GLAZBYIKYBWQAO-FOIXINSOSA-N | | InChI | InChI=1S/C39H64O13/c1-19(7-6-12-37(2,3)52-36-34(48)32(46)30(44)28(18-41)51-36)22-8-9-23-21-16-26(42)25-15-20(10-13-39(25,5)24(21)11-14-38(22,23)4)49-35-33(47)31(45)29(43)27(17-40)50-35/h16,19-20,22-25,27-36,40-41,43-48H,6-15,17-18H2,1-5H3/t19-,20+,22-,23+,24+,25+,27?,28?,29-,30-,31?,32?,33?,34?,35-,36+,38-,39-/m1/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HRESI-MS m/z (positive ion mode) m/z | 763.4255 [M+Na] + , calc. for C39H64O13Na 763.4245 |
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| CD3OD | | 01 | 36.0 | | 02 | 29.4 | | 03 | 77.8 | | 04 | 26.6 | | 05 | 53.4 | | 06 | 202.2 | | 07 | 124.2 | | 08 | 166.6 | | 09 | 50.4 | | 10 | 38.6 | | 11 | 21.1 | | 12 | 39.7 | | 13 | 45.1 | | 14 | 56.8 | | 15 | 23.0 | | 16 | 23.4 | | 17 | 57.2 | | 18 | 11.8 | | 19 | 12.6 | | 20 | 36.0 | | 21 | 18.4 | | 22 | 37.1 | | 23 | 27.5 | | 24 | 42.3 | | 25 | 78.2 | | 26 | 26.0 | | 27 | 26.0` | | [glu@C03] 1 | 102.6 | | [glu@C03] 2 | 74.8 | | [glu@C03] 3 | 77.7 | | [glu@C03] 4 | 71.4 | | [glu@C03] 5 | 77.4 | | [glu@C03] 6 | 62.5 | | [glu@C25] 1 | 98.7 | | [glu@C25] 2 | 74.7 | | [glu@C25] 3 | 78.1 | | [glu@C25] 4 | 71.7 | | [glu@C25] 5 | 77.1 | | [glu@C25] 6 | 62.1 |
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| CD3OD | | 01-Ha | 1.94 (m) | | 01-Hb | 1.11 (m) | | 02-Ha | 1.51 (m) | | 02-Hb | 1.96 (m) | | 03-He | 3.79 (m) | | 04-Ha | 2.31 (m) | | 04-Hb | 1.44 (m) | | 05-H | 2.40 (dd, 12.7, 4.0) | | 07-H | 5.70 (s) | | 09-H | 2.35 (dd, 3.4, 12.6) | | 11-Ha | 1.49 (m) | | 11-Hb | 1.17 (m) | | 12-Ha | 2.20 (m) | | 12-Hb | 1.51 (m) | | 14-H | 2.22 (m) | | 15-Ha | 1.80 (m) | | 15-Hb | 1.70 (m) | | 16-Ha | 1.60 (m) | | 16-Hb | 1.58 (m) | | 17-H | 1.42 (m) | | 18-Me | 0.69 (s) | | 19-Me | 0.90 (s) | | 20-H | 1.49 (m) | | 21-Me | 1.02 (d, 6.5) | | 22-Ha | 1.44 (m) | | 22-Hb | 1.90 (m) | | 23-Ha | 1.44 (m) | | 23-Hb | 2.03 (m) | | 24-Ha | 1.53 (m) | | 24-Hb | 1.58 (m) | | 25-H | - | | 26-Me | 1.27 (s) | | 27-Me | 1/27 (s) | | [glu@C03] 1 | 4.48 (d; 7.5) | | [glu@C03] 2 | 3.19 (dd, 9.0, 7.5) | | [glu@C03] 3 | 3.41 (dd, 9.0, 9.0) | | [glu@C03] 4 | 3.34 (dd, 9.0, 9.0) | | [glu@C03] 5 | 3.27 (m) | | [glu@C03] 6 | 3.68 (dd, 12.0, 4.5) | | [glu@C03] 6' | 3.88 (dd, 12.0, 2.5) | | [glu@C25] 1 | 4.46 (d, 7.5) | | [glu@C25] 2 | 3.17 (dd, 9.0, 7.5) | | [glu@C25] 3 | 3.40 (dd, 9.0, 9.0) | | [glu@C25] 4 | 3.30 (dd, 9.0, 9.0) | | [glu@C25] 5 | 3.31 (m) | | [glu@C25] 6 | 3.71 (dd, 12.0, 4.5) | | [glu@C25] 6' | 3.86 (dd, 12.0, 2.5) |
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| M.P. | °C ; | | [α]D25 | - 6.45° (c 0.3; MeOH) | | IR (KBr) ν max (cm-1) | 3425, 2930, 1660, 1650, 1265, 1050 | | UV (MeOH) λ max (log ε) | nm (-) ; |
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Permanent link to this datasheet: 2,14,22-TRIDEOXYECDYSONE 3,25-O-β-D-DIGLUCOSIDE
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