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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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![16,22-EPOXY-3,14,23,25-TERAHYDROXY-ERGOST-7-EN-6-ONE [= POLYPORUSTERONE-H]](images/ecdy/419.gif)
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| Canonical SMILES | CC1C2C(CC3(C2(CCC4C3=CC(=O)C5C4(CCC(C5)O)C)C)O)OC1C(C(C)C(C)(C)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(C[C@H]1[C@@H]2[C@@H]([C@@H](O1)[C@H]([C@H](C(C)(C)O)C)O)C)O)C)C » 
| | IUPAC Name | (2S,4S,6R,7S,8R,9R,12R,13R,16S,18R)-6-[(1S,2R)-1,3-dihydroxy-2,3-dimethylbutyl]-2,16-dihydroxy-7,9,13-trimethyl-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-1(20)-en-19-one | | CAS-RN | | | PubChem CID | 23584133 | InChiKey
[ ChemIDPlus: search ] | YEMLNZKGKQAXTR-LZIFMMSTSA-N | | InChI | InChI=1S/C28H44O6/c1-14-22-21(34-24(14)23(31)15(2)25(3,4)32)13-28(33)18-12-20(30)19-11-16(29)7-9-26(19,5)17(18)8-10-27(22,28)6/h12,14-17,19,21-24,29,31-33H,7-11,13H2,1-6H3/t14-,15+,16-,17-,19-,21-,22-,23-,24+,26+,27+,28+/m0/s1 |
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| EI-MS m/z (relative intensity %) | 458 [M-H2O]+ (8), 440 (10), 425 (4), 359 (39), 342 (63), 341 (100), 300 (12), 286 (66), 285 (71), 263 (20), 95 (66), 79 (25) | | CI-MS (NH3) m/z | | | HR-FAB-MS (positive) | 499.3030 [M+Na]+ (calculated for C28H44O6Na : 499.3030) |
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| C5D5N | | 01 | 36.5 | | 02 | 29.6 | | 03 | 63.8 | | 04 | 34.2 | | 05 | 51.6 | | 06 | 202.9 | | 07 | 120.9 | | 08 | 165.1 | | 09 | 35.2 | | 10 | 37.0 | | 11 | 22.0 | | 12 | 32.9 | | 13 | 49.1 | | 14 | 84.9 | | 15 | 41.0 | | 16 | 82.8 | | 17 | 61.4 | | 18 | 17.8 | | 19 | 24.0 | | 20 | 37.0 | | 21 | 17.0 | | 22 | 84.1 | | 23 | 69.8 | | 24 | 43.1 | | 25 | 73.3 | | 26 | 29.5 | | 27 | 28.9 | | 28 | 7.8 |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | 4.13 (br, s) | | 04-Ha | | | 04-He | | | 05-H | 2.97 (m) | | 07-H | 6.18 (br, s) | | 09-H | 3.54 (br, s) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-H | 5.29 (m) | | 17-H | 2.85 (d, 8.0) | | 18-Me | 0.97 (s) | | 19-Me | 1.04 (s) | | 20-H | 2.70 (m) | | 21-Me | 1.39 (d, 7.1) | | 22-H | 4.44 (dd, 5.6, 9.2) | | 23-H | 4.69 (br, d, 9.1) | | 24-H | 2.21 (m) | | 26-Me | 1.47 (s) | | 27-Me | 1.56 (s) | | 28-Me | 1.45 (d, 7.0) |
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| M.P. | °C ; | | [α]D20 | + 65.7 ° (c 0.39; MeOH) | | IR (KBr) ν max (cm-1) | 3350 (OH), 1650 (C=O) | | UV (MeOH) λ max (log ε) | 242 (4.01) ; |
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| HPLC | RP-HPLC column Phenomenex ODS (250 x 10 mm), solvent 30% MeCN, Flow-rate 2 ml/min, Ret 11.8 min. | | GLC | | | HPTLC | | | TLC | |
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Permanent link to this datasheet: 16,22-EPOXY-3,14,23,25-TERAHYDROXY-ERGOST-7-EN-6-ONE [= POLYPORUSTERONE-H]
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