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Year of first isolation: |
1994 |
| Formula: | C27H44O7 |
| Molecular weight: | 480 |
| Occurence in plants: |
Polypodium vulgare [Polypodiaceae] »  ![Wikipedia: Polypodium vulgare [Polypodiaceae]](/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(CC(C(C)(C)O)O)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@H](C)[C@@H](C[C@@H](C(C)(C)O)O)O)O)C)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17R)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,3R,5S)-3,5,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102004056 | InChiKey
[ ChemIDPlus: search ] | ITNNTRGXSFEUIE-AQWZIJQYSA-N | | InChI | InChI=1S/C27H44O7/c1-14(19(28)12-23(32)24(2,3)33)15-7-9-27(34)17-10-20(29)18-11-21(30)22(31)13-25(18,4)16(17)6-8-26(15,27)5/h10,14-16,18-19,21-23,28,30-34H,6-9,11-13H2,1-5H3/t14-,15+,16-,18-,19+,21+,22-,23-,25+,26+,27+/m0/s1 |
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| MS (thermospray) m/z (positive ions) | 498 (M+NH4)+, 481 (M+H)+, 463 (M+1-H2O)+, 445 (M+1-2H2O)+, 427 (M+1-3H2O)+ | | EI-MS m/z (relative intensity %) | | | HR-MS | |
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| C5D5N | | 01 | 37.97 | | 02 | 68.14 | | 03 | 68.08 | | 04 | 32.50 | | 05 | 51.44 | | 06 | 203.69 | | 07 | 121.61 | | 08 | 165.70 | | 09 | 34.48 | | 10 | 38.73 | | 11 | 21.09 | | 12 | 31.36 | | 13 | 47.56 | | 14 | 83.77 | | 15 | 31.95 | | 16 | 26.64 | | 17 | 48.17 | | 18 | 15.81 | | 19 | 24.52 | | 20 | 42.54 | | 21 | 13.80 | | 22 | 74.93 | | 23 | 30.67 | | 24 | 80.85 | | 25 | 72.31 | | 26 | 26.74 * | | 27 | 25.54 * |
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| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | 4.13 | | 03-He | 4.20 | | 04-Ha | | | 04-He | | | 05-H | 3.01 (dd, 15, 3.8) | | 07-H | 6.22 (d, 2.4) | | 09-Ha | 3.54 (m, w1/2 = 24.38) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.98 (t, 8.4) | | 18-Me | 0.68 (s ) | | 19-Me | 1.05 (s ) | | 21-Me | 1.26 (d, 6.6) | | 22-H | 4.08 | | 23-Ha | | | 23-Hb | | | 24-H | 4.41 (d, 2.4) | | 26-Me | 1.49 (s )* | | 27-Me | 1.43 (s )* |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | | | GLC | | | HPLC | Retention time 21.4 min [column ODS2, 5 ?m, 15 cm long, 4.6 mm i.d., eluted with ACN- iPrOH-H2O 3:4:53 at 55°C and 1.2 ml.min-1) (E 30.72 min, 20E 10.98 min). |
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Permanent link to this datasheet: 24-HYDROXYECDYSONE
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