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Year of first isolation: |
2012 |
| Formula: | C29H46O7 |
| Molecular weight: | 506 |
| 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 | | 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)C)CC[C@@H](CO)C)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-17-((2R,4R,5R)-5-((S)-4-hydroxy-3-methylbutyl)-2,4-dimethyl-1,3-dioxolan-4-yl)-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | FRNFZGBSUYJCLB-CFVUGUEQSA-N | | InChI | InChI=1S/C29H46O7/c1-16(15-30)6-7-25-28(5,36-17(2)35-25)24-9-11-29(34)19-12-21(31)20-13-22(32)23(33)14-26(20,3)18(19)8-10-27(24,29)4/h12,16-18,20,22-25,30,32-34H,6-11,13-15H2,1-5H3/t16-,17+,18-,20-,22+,23-,24-,25+,26+,27+,28+,29+/m0/s1 |
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| EIS-MS (-) m/z | 505 [M-H]- | | ESI-MS (+) m/z | 529 [M+Na]+, 507 [M+H]+ | | CI-MS (NH3) m/z | | | HREI-MS m/z | 505.3173 [M-H]- (calcd. for C29H45O7 , 505.3160) |
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| CD3OD | | 01 | 37.3 (t) | | 02 | 68.7 (d) | | 03 | 68.5 (d) | | 04 | 32.9 (t) | | 05 | 51.8 (d) | | 06 | 206.4 (s) | | 07 | 122.2 (d) | | 08 | 167.5 (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 | 51.3 (d) | | 18 | 17.6 (q) | | 19 | 24.4 (q) | | 20 | 85.3 (s) | | 21 | 23.6 (q) | | 22 | 85.5 (d) | | 23 | 27.3 (t) | | 24 | 32.0 (t) | | 25 | 37.0 (d) | | 26 | 68.2 (t) | | 27 | 17.0 (q) | | eth-1' | 102.3 (d) | | eth-2' | 22.0 (q) |
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| CD3OD | | 01-Ha | 1.41 (m) | | 01-He | 1.77 (m) | | 02-Ha | 3.82 (m) | | 03-He | 3.94 (m) | | 04-Ha | 1.73 (m) | | 04-He | 1.69 (m) | | 05-H | 2.38 (m) | | 07-H | 5.80 (d, 2.0) | | 09-H | 3.13 m) | | 11-Ha | 1.67 (m) | | 11-He | 1.79 (m) | | 12-Ha | 2.09 (m) | | 12-He | 1.82 (m) | | 15-Ha | 1.60 (m) | | 15-Hb | 1.94 (m) | | 16-Ha | 1.92 (m) | | 16-Hb | 1.87 (m) | | 17-H | 2.32 (m) | | 18-Me | 0.85 (s) | | 19-Me | 0.95 (s) | | 21-Me | 1.13 (s) | | 22-H | 3.65 (dd, 8.8, 3.6) | | 23-Ha | 1.49 (m) | | 23-Hb | 1.49 (m) | | 24-Ha | 1.68 (m) | | 24-Hb | 1.15 (m) | | 25-H | 1.61 (m) | | 26-CH2OH | 3.34 (dd, 10.4, 6.4), 3.42 (dd, 10.4, 5.6) | | 27-Me | 0.93 (d, 6.8) | | eth-H1' | 5.05 (q, 4.8) | | eth-H2' | 1.29 (d, 4.8) |
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| M.P. | °C ; | | [α]D20 | + 26.8 ° (c = 0.35 ; MeOH) | | IR (KBr) ν max (cm-1) | 3419, 2934, 1654, 1450, 1139, 1156 | | UV (MeOH) λ max (log ε) nm | 242 (4.14) ; |
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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 65 min | | GLC | | | HPTLC | | | TLC | |
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Permanent link to this datasheet: (25S)-20,22-O-(R-ETHYLIDENE) INOKOSTERONE
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