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Year of first isolation: |
2019 |
| Formula: | C36H50O9 |
| Molecular weight: | 626 |
| 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 | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1OC(=O)/C=C/c1ccccc1)O)C(=O)C=C1C2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@]([C@@H](CCC(C)(C)O)O)(O)C)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,10R,11R,13R,14S,17S)-3,11,14-trihydroxy-10,13-dimethyl-6-oxo-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-2-yl cinnamate | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | QZGAWXSFLXUDMD-WOOHFCDMSA-N | | InChI | InChI=1S/C36H50O9/c1-32(2,42)15-14-29(40)35(5,43)28-13-16-36(44)23-18-24(37)22-17-25(38)27(45-30(41)12-11-21-9-7-6-8-10-21)20-33(22,3)31(23)26(39)19-34(28,36)4/h6-12,18,22,25-29,31,38-40,42-44H,13-17,19-20H2,1-5H3/b12-11+/t22-,25+,26+,27-,28-,29+,31?,33-,34+,35+,36+/m0/s1 |
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| CI-MS (NH3) m/z | | | ESI-MS m/z | 665 (M+K)+, 649 (M+Na)+, 627 (M+H)+, 609 (M+H-H2O)+, 591 (M+H-2H2O)+, 573 (M+H-3H2O)+, 556 (M+H-C4H7O)+, 555 (M+H-4H2O)+, ... | | HR-ESI-MS | |
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| CD3OD | | 01 | 34.6 | | 02 | 73.4 | | 03 | 66.7 | | 04 | 32.4 | | 05 | 52.2 | | 06 | 206.4 | | 07 | 122.9 | | 08 | 166.3 | | 09 | 43.1 | | 10 | 39.6 | | 11 | 69.4 | | 12 | 43.5 | | 13 | 49.1 | | 14 | 85.1 | | 15 | 31.6 | | 16 | 21.3 | | 17 | 50.4 | | 18 | 18.4 | | 19 | 24.2 | | 20 | 78.6 | | 21 | 27.5 | | 22 | 78.6 | | 23 | 27.5 | | 24 | 42.5 | | 25 | 71.6 | | 26 | 28.6 | | 27 | 29.6 | | Cinnamate 1' | 133.7 | | Cinnamate 2' | 128.5 | | Cinnamate 3' | 129.7 | | Cinnamate 4' | 131.0 | | Cinnamate 5' | 129.7 | | Cinnamate 6' | 128.5 | | Cinnamate 7' | 146.7 | | Cinnamate 8' | 117.0 | | Cinnamate 9' | 168.5 |
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| CD3OD | | 01-Ha | 1.40 (dd, 12.9, 12.0) | | 01-He | 2.63 (dd, 13.9, 4.2) | | 02-Ha | 5.39 (ddd, 12.0, 4.2, 3.2) | | 03-He | 4.27-4.37 (m) | | 04-Ha | 1.72-1.74 (m) | | 04-He | 1.80-1.82 (m) | | 05-H | 2.37 (dd, 13.1, 4.1) | | 07-H | 5.83 (dd, 2.6, 1.0) | | 09-H | 3.05 (dd, 9.0, 2.9) | | 11-H | 4.12 (ddd, 10.7, 9.1, 6.1) | | 12-Ha | 2.25 (dd, 12.1, 10.7) | | 12-He | 2.14 (dd, 12.1, 6.1) | | 15-Ha | 1.95-1.98 (m) | | 15-Hb | 1.57-1.60 (m) | | 16-Ha | 1.75-1.78 (m) | | 16-Hb | 1.99-2.01 (m) | | 17-H | 2.34 (t, 11.2) | | 18-Me | 0.89 (s) | | 19-Me | 1.05 (s) | | 21-Me | 1.23 (s) | | 22-H | 3.30 (dd, 11.1, 1.5) | | 23-Ha | 1.31-1.36 (m) | | 23-Hb | 1.83-1.84 (m) | | 24-Ha | 1.43-1.46 (m) | | 24-Hb | 1.15 (m) | | 25-H | - | | 26-Me | 1.20 (s) | | 27-Me | 1.21 (s) | | Cinnamate 2' | 7.51 (d, 8.0) | | Cinnamate 3' | 6.62 (d, 8.0) | | Cinnamate 4' | 7.26 (m) | | Cinnamate 5' | 6.62 (d, 8.0) | | Cinnamate 6' | 7.51 (d, 8.0) | | Cinnamate 7' | 7.72 (d, 16.2), 6.27 (d, 16.2) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3351, 1685, 1635 | | UV (MeOH) λ max (log ε) | 245 ; 278 |
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Permanent link to this datasheet: TURKESTERONE 2-O-CINNAMATE
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