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Year of first isolation: |
2007 |
| Formula: | C28H44O6 |
| Molecular weight: | 476 |
| Occurence in plants: |
Polyporus umbellatus [Fungi] »  ![Wikipedia: Polyporus umbellatus [Fungi]](/images/wikipedia.png)
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| Occurence in animals: |
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![22,23-EPOXY-3,14,20,24-TETRAHYDROXY-ERGOST-7-EN-6-ONE [= POLYPORUSTERONE J]](images/ecdy/421.gif)
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| Canonical SMILES | CC(C)C(C)(C1C(O1)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CCC(C5)O)C)C)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H](C1)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@@](C)(O)C1C([C@@](C(C)C)(O)C)O1)O)C)C » 
| | IUPAC Name | (3S,5R,9R,10R,13R,14S,17S)-3,14-dihydroxy-17-[(1R)-1-hydroxy-1-[3-[(2R)-2-hydroxy-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102322638 | InChiKey
[ ChemIDPlus: search ] | HWKATTPWOQQTHS-AKXXIGLKSA-N | | InChI | InChI=1S/C28H44O6/c1-15(2)26(5,31)22-23(34-22)27(6,32)21-9-12-28(33)18-14-20(30)19-13-16(29)7-10-24(19,3)17(18)8-11-25(21,28)4/h14-17,19,21-23,29,31-33H,7-13H2,1-6H3/t16-,17-,19-,21-,22?,23?,24+,25+,26+,27+,28+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HR-FAB-MS (positive) | |
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| C5D5N | | 01 | 36.4 | | 02 | 29.7 | | 03 | 63.8 | | 04 | 34.3 | | 05 | 51.6 | | 06 | 203.2 | | 07 | 121.3 | | 08 | 166.1 | | 09 | 34.5 | | 10 | 38.3 | | 11 | 21.8 | | 12 | 31.8 | | 13 | 48.1 | | 14 | 83.9 | | 15 | 31.3 | | 16 | 21.7 | | 17 | 51.6 | | 18 | 17.5 | | 19 | 24.1 | | 20 | 71.8 | | 21 | 24.1 | | 22 | 62.4 | | 23 | 60.0 | | 24 | 71.2 | | 25 | 36.8 | | 26 | 17.4 | | 27 | 17.5 | | 28 | 22.3 |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | 4.15 (br, s) | | 04-Ha | | | 04-He | | | 05-H | 2.97 (m) | | 07-H | 6.21 (br, s) | | 09-H | 3.54 (br, s) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | 2.43 (m) | | 16-Hb | 2.33 (m) | | 17-H | 3.05 (t, 9.1) | | 18-Me | 1.14 (s) | | 19-Me | 1.05 (s) | | 21-Me | 1.59 (s) | | 22-H | 3.64 (d, 1.9) | | 23-H | 3.31 (d, 1.9) | | 25-H | 1.92 (m) | | 26-Me | 1.16 (d, 6.8) | | 27-Me | 1.16 (d, 6.8) | | 28-Me | 1.38 (s) |
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| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | - (-) ; |
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| HPLC | RP-HPLC column Phenomenex ODS (250 x 10 mm), solvent 30% MeCN, Flow-rate 2 ml/min, Ret 30.8 min. | | GLC | | | HPTLC | | | TLC | |
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Permanent link to this datasheet: 22,23-EPOXY-3,14,20,24-TETRAHYDROXY-ERGOST-7-EN-6-ONE [= POLYPORUSTERONE J]
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