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Year of first isolation: |
2001 |
| Formula: | C33H52O7 |
| Molecular weight: | 560 |
| Occurence in plants: |
Rhaponticum uniflorum [Asteraceae] »  ![Wikipedia: Rhaponticum uniflorum [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)CCC1C(OC(O1)(C)C)(C)C2CCC3(C2(CC(C4C3=CC(=O)C5C4(CC6C(C5)OC(O6)(C)C)C)O)C)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@@H]3[C@H]1OC(O3)(C)C)C(=O)C=C1[C@@H]2[C@@H](C[C@]2([C@]1(CCC2[C@]1(C)[C@@H](CCC(C)C)OC(O1)(C)C)O)C)O)C » 
| | IUPAC Name | (1R,2R,4S,8R,10R,14S,17S,18R,20R)-14,20-dihydroxy-2,6,6,18-tetramethyl-17-[(4R,5R)-2,2,4-trimethyl-5-(3-methylbutyl)-1,3-dioxolan-4-yl]-5,7-dioxapentacyclo[11.7.0.02,10.04,8.014,18]icos-12-en-11-one | | CAS-RN | | | PubChem CID | 12044242 | InChiKey
[ ChemIDPlus: search ] | PAYRGVCZJJHSFE-MPQXGJTKSA-N | | InChI | InChI=1S/C33H52O7/c1-18(2)10-11-26-32(9,40-29(5,6)39-26)25-12-13-33(36)20-14-21(34)19-15-23-24(38-28(3,4)37-23)17-30(19,7)27(20)22(35)16-31(25,33)8/h14,18-19,22-27,35-36H,10-13,15-17H2,1-9H3/t19-,22+,23+,24-,25-,26+,27+,30-,31+,32+,33+/m0/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | 560 [M]+, 545 [M-CH3]+, 542 [M-H2O]+, 502, 484, 460, 410, 379, 361, 357, 325, 317, 306, 299, 185, 142, 127 | | CI-MS (NH3) m/z | |
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| CD3OD | | 01 | 39.98 | | 02 | 72.64 | | 03 | 71.59 | | 04 | 36.35 | | 05 | 52.09 | | 06 | 203.29 | | 07 | 122.13 | | 08 | 161.14 | | 09 | 41.88 | | 10 | 38.58 | | 11 | 68.09 | | 12 | 42.39 | | 13 | 47.14 | | 14 | 84.42 | | 15 | 31.65 | | 16 | 21.16 | | 17 | 48.79 | | 18 | 17.70 | | 19 | 23.59 | | 20 | 83.90 | | 21 | 21.84 | | 22 | 81.57 | | 23 | 27.12 | | 24 | 36.38 | | 25 | 28.22 | | 26 | 22.45 | | 27 | 22.58 | | Me | 26.76, 26.83, 29.04, 30.87 | | O-C-O | 108.09, 106.81 |
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| CDCl3 | | 01-Ha | | | 01-He | | | 02-Ha | 4.52 (m) | | 03-He | 4.29 (m) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.84 (d, 2.4) | | 09-H | 2.83 (m) | | 11-He | 4.12 (m) | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.78 (s) | | 19-Me | 1.04 (s) | | 21-Me | 1.16 (s) | | 22-H | 3.60 (m) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.90 (d, 6.5) | | 27-Me | 0.90 (d, 6.5) | | Me-ketals | 1.32 (s), 1.38 (s), 1.41 (s), 1.49 (s) |
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| M.P. | 134-136 °C ; | | [α]D20 | + 58.2 ? ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | 3431, 1662, 1459, 1056 | | UV (MeOH) λ max (log ε) | 243 (-) ; |
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Permanent link to this datasheet: AJUGASTERONE C 2,3;20,22-DIACETONIDE
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