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Year of first isolation: |
2011 |
| 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)C4(C3(CC(C(C4)O)O)C)O)C)O)C(CCC(C)(C)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@](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)O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5S,9R,10R,13R,14S,17R)-17-[(2S,3R)-3,6-dihydroxy-6-methylheptan-2-yl]-2,3,5,14-tetrahydroxy-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101534441 | InChiKey
[ ChemIDPlus: search ] | UMGDTBHEMFZFBZ-NJQDZGJSSA-N | | InChI | InChI=1S/C27H44O7/c1-15(19(28)8-9-23(2,3)32)16-7-11-26(33)18-12-22(31)27(34)14-21(30)20(29)13-25(27,5)17(18)6-10-24(16,26)4/h12,15-17,19-21,28-30,32-34H,6-11,13-14H2,1-5H3/t15-,16+,17-,19+,20-,21+,24+,25+,26+,27+/m0/s1 |
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| HRESI-MS | [M+H]+ = 481.3152, calculated for C27H45O7 481.3160, delta - 1.6 ppm | | CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 504 (30) [M+Na]+, 481 (0.1) (M+H]+, 463 (1) [M+H-H2O]+, 445 (27) [M+H-2H2O]+, 429 (4) [M-2H2O-CH3]+, 427 (15) [M+H-3H2O]+, 409 (5) [M+H-4H2O]+, 393 (1), 363 (7), 345 (35), 99 (100) |
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| CD3OD | | 01 | 34.3 | | 02 | 68.5 | | 03 | 70.4 | | 04 | 36.3 | | 05 | 80.4 | | 06 | 202.6 | | 07 | 120.6 | | 08 | 167.3 | | 09 | 39.3 | | 10 | 45.6 | | 11 | 22.7 | | 12 | 32.3 | | 13 | 48.3 | | 14 | 85.0 | | 15 | 32.2 | | 16 | 27.1 | | 17 | 48.9 | | 18 | 16.3 | | 19 | 17.1 | | 20 | 43.6 | | 21 | 13.4 | | 22 | 75.4 | | 23 | 25.5 | | 24 | 42.4 | | 25 | 71.6 | | 26 | 29.2 | | 27 | 29.1 |
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| CD3OD | | 01-Ha | 1.74 | | 01-He | 1.74 | | 02-Ha | 3.95 (ddd, 9.5, 6.9, 3.5) | | 03-He | 3.99 (q, 3.0) | | 04-Ha | 2.08 (dd, 14.8, 3.0° | | 04-He | 1.77 | | 07-H | 5.86 (d, 2.7) | | 09-H | 3.19 | | 11-Ha | 1.74 | | 11-He | 1.82 | | 12-Ha | 2.13 | | 12-He | 1.79 | | 15-Ha | 1.60 | | 15-Hb | 1.97 | | 16-Ha | 1.52 | | 16-Hb | 1.97 | | 17-H | 2.02 | | 18-Me | 0.74 (s) | | 19-Me | 0.92 (s) | | 20-H | 1.76 | | 21-Me | 0.95 (d, 6.7) | | 22-H | 3.59 | | 23-Ha | 1.32 | | 23-Hb | 1.55 | | 24-Ha | 1.41 | | 24-Hb | 1.80 | | 26-Me | 1.19 (s) | | 27-Me | 1.21 (s) |
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| M.P. | °C ; | | [α]D28 | +31 ° (c 0.1 ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 241 (3.84) ; |
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Permanent link to this datasheet: 5-HYDROXYECDYSONE
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