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Year of first isolation: |
2005 |
| Formula: | C29H46O7 |
| Molecular weight: | 506 |
| Occurence in plants: |
Serratula coronata [Asteraceae] »  ![Wikipedia: Serratula coronata [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)C(CCC(C)(C)O)OC(=O)C | 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@H](C)[C@@H](CCC(C)(C)O)OC(=O)C)O)C)C » 
| | IUPAC Name | [(2S,3R)-6-hydroxy-6-methyl-2-[(2S,3R,5R,9R,10R,13R,14S,17R)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-3-yl] acetate | | CAS-RN | | | PubChem CID | 11691930 | InChiKey
[ ChemIDPlus: search ] | KRSQECBETIPYJB-VUUQMWFNSA-N | | InChI | InChI=1S/C29H46O7/c1-16(25(36-17(2)30)9-10-26(3,4)34)18-8-12-29(35)20-13-22(31)21-14-23(32)24(33)15-27(21,5)19(20)7-11-28(18,29)6/h13,16,18-19,21,23-25,32-35H,7-12,14-15H2,1-6H3/t16-,18+,19-,21-,23+,24-,25+,27+,28+,29+/m0/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | 524 [M + H + NH3]+, 507 [M + H]+, 506 [M]+, 489, 462, 458, 448, 428, 414, 391, 370, 326, 279, 260, 244, 191, 148, 141 |
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| D2O | | 01 | 36.4 (t) | | 02 | 68.3 (d) | | 03 | 68.2 (d) | | 04 | 32.3 (t) | | 05 | 51.4 (d) | | 06 | ? | | 07 | 122.1 (d) | | 08 | ? | | 09 | 34.9 (d) | | 10 | 39.1 (s) | | 11 | 21.0 (t) | | 12 | 31.4 (t) | | 13 | 48.3 (s) | | 14 | 86.4 (s) | | 15 | 31.6 (t) | | 16 | 21.0 (t) | | 17 | 48.4 (d) | | 18 | 16.3 (q) | | 19 | 24.2 (q) | | 20 | 39.8 (d) | | 21 | 14.0 (q) | | 22 | 80.3 (d) | | 23 | 26.4 (t) | | 24 | 40.6 (t) | | 25 | 72.8 (s) | | 26 | 28.9 (q) | | 27 | 28.9 (q) | | CH3 | 21.9 (q) | | CO | ? |
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| D2O | | 01-Ha | 1.38 (t, 13.4) | | 01-He | 1.88 (m) | | 02-Ha | 3.99 (m, w1/2 = 22) | | 03-He | 4.07 (m, w1/2 = 8) | | 04-Ha | 1.75 (t) | | 04-He | 1.75 (t) | | 05-H | 2.35 (t) | | 07-H | 5.97 (d, 2.5) | | 09-H | 3.11 (m, w1/2 = 22) | | 11-Ha | 1.73 (m) | | 11-He | 1.86 (m) | | 12-Ha | 1.93 (m) | | 12-He | 1.86 (m) | | 15-Ha | 1.65 (m) | | 15-Hb | 2.05 (m) | | 16-Ha | 1.74* (m) | | 16-Hb | 1.88* (m) | | 17-H | 1.94 (m) | | 18-Me | 0.72 (s) | | 19-Me | 1.00 (s) | | 20-H | 1.94 (m) | | 21-Me | 0.995 (d, 6.0) | | 22-H | 4.86 (dd, 10.5, 2.0) | | 23-Ha | 1.56 (m) | | 23-Hb | 1.76 (m) | | 24-Ha | 1.56 (m) | | 24-Hb | 1.46 (m) | | 26-Me | 1.23 (s) | | 27-Me | 1.23 (s) |
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| M.P. | ? °C ; | | [α]D20 | ? ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 242 nm (?) ; |
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| HPLC | NP-HPLC Zorbax-SIL (250 x 9.4 mm) solvent dichloromethane-isopropanol-water (125:15:1), flow-rate 4 ml/min (Ret 35.5 min); Kromasil (250x 4.6 mm), solvent cyclohexane-isopropanol-water (100:30:2), flow-rate 1 ml/min (Ret 12.1 min). | | HPTLC | | | TLC | |
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Permanent link to this datasheet: ECDYSONE 22-ACETATE
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