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Year of first isolation: |
2011 |
| Formula: | C27H42O5 |
| Molecular weight: | 446 |
| 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)C5CCC(O5)(C)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)C1CCC(O1)(C)C)O)C)C » 
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]1CCC(O1)(C)C)O)C)C »
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]1CCC(O1)(C)C)O)C)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17R)-17-[1-(5,5-dimethyloxolan-2-yl)ethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101534442 | InChiKey
[ ChemIDPlus: search ] | XGNGGFFPHLDOLR-RXLYROFRSA-N | | InChI | InChI=1S/C27H42O5/c1-15(23-8-9-24(2,3)32-23)16-7-11-27(31)18-12-20(28)19-13-21(29)22(30)14-25(19,4)17(18)6-10-26(16,27)5/h12,15-17,19,21-23,29-31H,6-11,13-14H2,1-5H3/t15?,16-,17+,19+,21-,22+,23?,25-,26-,27-/m1/s1 |
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| HRESI-MS/MS | [M+H]+ = 447.3105, calculated for C27H43O5, 447.3105 | | ESI-MS/MS m/z (relative intensity %) | 447 (0.1), 429 (100) [M+H-H2O]+, 411 (12) [M+H-2H2O]+, 393 (4) [M+H-3H2O]+, 375 (1), [M+H-4H2O]+, 331 (11) |
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| CD3OD | | 01 | 37.5 | | 02 | 68.9 | | 03 | 68.7 | | 04 | 33.0 | | 05 | 51.9 | | 06 | | | 07 | 122.2 | | 08 | 167.7 | | 09 | 35.6 | | 10 | 39.5 | | 11 | 21.7 | | 12 | 32.2 | | 13 | 48.5 | | 14 | 85.2 | | 15 | 32.3 | | 16 | 27.3 | | 17 | 49.5 | | 18 | 16.3 | | 19 | 24.6 | | 20 | 39.3 | | 21 | 13.1 | | 22 | 82.2 | | 23 | 25.9 | | 24 | 39.8 | | 25 | 81.8 | | 26 | 28.4 | | 27 | 29.0 |
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| CD3OD | | 01-Ha | 1.43 (dd, 13.3, 12.5) | | 01-He | 1.80 | | 02-Ha | 3.84 | | 03-He | 3.95 (q, 2.9) | | 04-Ha | 1.70* | | 04-He | 1.75* | | 05-H | 2.39 (dd, 12.8, 4.6) | | 07-H | 5.82 (d 2.6) | | 09-H | 3.15 | | 11-Ha | 1.67 | | 11-He | 1.81 | | 12-Ha | 2.11 (td, 13.0, 4.9) | | 12-He | 1.79 | | 15-Ha | 1.60 | | 15-Hb | 1.98 | | 16-Ha | 1.52 | | 16-Hb | 1.98 | | 17-H | 1.94 | | 18-Me | 0.74 (s) | | 19-Me | 0.97 (s) | | 20-H | 1.85 | | 21-Me | 0.935 (d, 6.5) | | 22-H | 4.11 (ABX) | | 23-Ha | 1.79 | | 23-Hb | 1.79 | | 24-Ha | 1.75 | | 24-Hb | 1.75 | | 26-Me | 1.246 (s) | | 27-Me | 1.246 (s) |
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| M.P. | °C ; | | [α]D28 | 12 ° (c = 0.1 ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 242 (3.72) ; |
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Permanent link to this datasheet: 20-DEOXYSHIDASTERONE
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