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Year of first isolation: |
2019 |
| Formula: | C27H58O6 |
| Molecular weight: | 458 |
| Occurence in plants: |
Cyclea barbata [Menispermaceae] »  ![Wikipedia: Cyclea barbata [Menispermaceae]](/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]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@@]1(C)OC(C(=O)C=C1)(C)C)O)C)C » 
| | IUPAC Name | (6S)-2,2,6-trimethyl-6-((2S,3R,5R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2H-pyran-3(6H)-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | BBTAMRYXORPDJR-HLUMLXHKSA-N | | InChI | InChI=1S/C27H38O6/c1-23(2)22(31)8-10-26(5,33-23)21-7-11-27(32)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-9-25(21,27)4/h8,10,12,15,17,19-21,29-30,32H,6-7,9,11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,24+,25+,26-,27+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HRESIMS (positive ion mode) m/z
| 481.2551 [M+Na] + , calc. for C27H58O6Na 481.2560 |
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| CD3OD | | 01 | 37.4 | | 02 | 68.7 | | 03 | 68.5 | | 04 | 32.9 | | 05 | 51.8 | | 06 | 206.4 | | 07 | 122.0 | | 08 | 167.7 | | 09 | 35.0 | | 10 | 39.3 | | 11 | 21.5 | | 12 | 32.2 | | 13 | 48.1 | | 14 | 85.4 | | 15 | 31.6 | | 16 | 23.5 | | 17 | 54.0 | | 18 | 18.1 | | 19 | 24.4 | | 20 | 94.7 | | 21 | 28.8 | | 22 | 137.8 | | 23 | 128.3 | | 24 | 212.4 | | 25 | 97.4 | | 26 | 26.8 | | 27 | 25.4` |
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| CD3OD | | 01-Ha | 1.73 (m) | | 01-Hb | 1.38 (m) | | 02-H | 3.77 (ddd, 12.0, 3.6, 3.6) | | 03-He | 3.89 (br d, 2.4) | | 04-Ha | 1.67 (m) | | 04-Hb | 1.67 (m) | | 05-H | 2.32 (dd, 13.2, 4.8) | | 07-H | 5.74 (d, 3.0) | | 09-H | 3.09 (ddd, 10.8, 7.2, 3.0) | | 11-Ha | 1.76 (m) | | 11-Hb | 1.64 (m) | | 12-Ha | 2.08 (ddd, 13.2, 13.2, 4.8) | | 12-Hb | 1.79 (m) | | 15-Ha | 1.86 (m) | | 15-Hb | 1.51 (ddd, 12.6, 9.6, 2.4) | | 16-Ha | 1.66 (m) | | 16-Hb | 1.35 (m) | | 17-H | 2.38 (dd, 9.0, 9.0) | | 18-Me | 0.84 (s) | | 19-Me | 0.91 (s) | | 21-Me | 1.39 (s) | | 22-H | 5.78 (d, 6.0) | | 23-H | 5.79 (d, 6.0) | | 24-Ha | 2.03 (m) | | 26-Me | 1.33 (s) | | 27-Me | 2.20 (s) |
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| M.P. | | | [α]D20 | + 31.81 (c 0.2867 ; MeOH) | | IR (KBr) ν max (cm-1) | 34.67, 2940, 1714, 1645, 1098, 1068, 875 | | UV (MeOH) λ max (log ε) | 242 nm (2.81) ; |
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Permanent link to this datasheet: CYCLEASTERONE A
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