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Year of first isolation: |
2012 |
| Formula: | C32H50O9 |
| Molecular weight: | 578 |
| Occurence in plants: |
Achyranthes bidentata [Amaranthaceae] »  ![Wikipedia: Achyranthes bidentata [Amaranthaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C5(C(OC(O5)CCC(=O)OC)CCC(C)(C)O)C)O | 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)[C@H](O[C@H](O1)CCC(=O)OC)CCC(C)(C)O)O)C)C » 
| | IUPAC Name | methyl 3-[(2R,4R)-5-(3-hydroxy-3-methylbutyl)-4-methyl-4-[(2S,3R,5R,9R,10R,13R,14S,17S)-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]-1,3-dioxolan-2-yl]propanoate | | CAS-RN | | | PubChem CID | 123962103 | InChiKey
[ ChemIDPlus: search ] | SEQDERYTYFVWJV-WDHGFTPFSA-N | | InChI | InChI=1S/C32H50O9/c1-28(2,37)12-11-25-31(5,41-27(40-25)8-7-26(36)39-6)24-10-14-32(38)19-15-21(33)20-16-22(34)23(35)17-29(20,3)18(19)9-13-30(24,32)4/h15,18,20,22-25,27,34-35,37-38H,7-14,16-17H2,1-6H3/t18-,20-,22+,23-,24-,25?,27+,29+,30+,31+,32+/m0/s1 |
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| EIS-MS (-) m/z | 577 [M-H]- | | ESI-MS (+) m/z | 601 [M+Na]+, 579 [M+H]+ | | HREI-MS m/z | 578.3450 [M]+ (calcd. for C32H50O9, 578.3449) | | CI-MS (NH3) m/z | |
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| CD3OD | | 01 | 37.3 (t) | | 02 | 68.7 (d) | | 03 | 68.5 (d) | | 04 | 32.8 (t) | | 05 | 51.8 (d) | | 06 | 206.5 (s) | | 07 | 122.2 (d) | | 08 | 167.6 (s) | | 09 | 35.1 (d) | | 10 | 39.2 (s) | | 11 | 21.5 (t) | | 12 | 32.2 (t) | | 13 | 49.0 (s)* | | 14 | 85.2 (s) | | 15 | 31.7 (t) | | 16 | 22.6 (t) | | 17 | 51.4 (d) | | 18 | 17.6 (q) | | 19 | 24.4 (q) | | 20 | 85.3 (s) | | 21 | 23.4 (q) | | 22 | 86.6 (d) | | 23 | 24.6 (t) | | 24 | 42.2 (t) | | 25 | 71.1 (s) | | 26 | 29.5 (q) | | 27 | 28.9 (q) | | [MCP]-1' | 103.9 (d) | | [MCP]-2' | 31.0 (t) | | [MCP]-3' | 29.2 (t) | | [MCP]-4' | 175.6 (s) | | [MC]-OMe | 52.1 (q) |
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| CD3OD | | 01-Ha | 1.41 (m) | | 01-He | 1.78 (m) | | 02-Ha | 3.82 (m) | | 03-He | 3.94 ((m) | | 04-Ha | 1.71 (m) | | 04-He | 1.71 (m) | | 05-H | 2.36 (m) | | 07-H | 5.81 (s) | | 09-H | 3.13 m) | | 11-Ha | 1.68 (m) | | 11-He | 1.79 (m) | | 12-Ha | 2.09 (m) | | 12-He | 1.83 (m) | | 15-Ha | 1.61 (m) | | 15-Hb | 1.91 (m) | | 16-Ha | 1.92 (m) | | 16-Hb | 1.92 (m) | | 17-H | 2.34 (m) | | 18-Me | 0.84 (s) | | 19-Me | 0.95 (s) | | 21-Me | 1.15 (s) | | 22-H | 3.64 (m) | | 23-Ha | 1.54 (m) | | 23-Hb | 1.54 (m) | | 24-Ha | 1.72 (m) | | 24-Hb | 1.45 (m) | | 26-Me | 1.19 (s) | | 27-Me | 1.20 (s) | | [MCP]-H1' | 4.97 (t, 4.0) | | [MCP]-H2' | 1.90 (m) | | [MCP]-H3' | 2.41 (t, 7.2) | | [MC]-OMe | 3.65 (s) |
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| M.P. | °C ; | | [α]D20 | + 34.0 ° (c = 0.20 ; MeOH) | | IR (KBr) ν max (cm-1) | 3423, 2964, 1737, 1654, 1382, 1139, 1058 | | UV (MeOH) λ max (log ε) nm | 242 (3.75) ; |
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| RP-HPLC | Column Fuji-C18 10 m, mobile phase MeOH-H20 (70:30 v/v), flow rate 10 mL/min, Ret 41 min | | GLC | | | HPTLC | | | TLC | |
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Permanent link to this datasheet: 20,22-O-(R-3-METHOXYCARBONYL) PROPYLIDENE-20-HYDROXYECDYSONE
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