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Year of first isolation: |
1992 |
| Formula: | C28H44O5 |
| Molecular weight: | 460 |
| Occurence in plants: |
Polyporus umbellatus [Fungi] »  ![Wikipedia: Polyporus umbellatus [Fungi]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)C(C)C1C(O1)C(C)C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)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]1C(C(C(C)C)C)O1)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]1C([C@H](C(C)C)C)O1)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]1C([C@@H](C(C)C)C)O1)O)C)C »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17R)-2,3,14-trihydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-[(2R)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 44575602 | InChiKey
[ ChemIDPlus: search ] | BBNQTVHCXTWVJZ-QOOAPMMESA-N | | InChI | InChI=1S/C28H44O5/c1-14(2)15(3)24-25(33-24)16(4)17-8-10-28(32)19-11-21(29)20-12-22(30)23(31)13-26(20,5)18(19)7-9-27(17,28)6/h11,14-18,20,22-25,30-32H,7-10,12-13H2,1-6H3/t15-,16+,17-,18+,20+,22-,23+,24+,25+,26-,27-,28-/m1/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 460 [M]+, 432, 345, 301, 290, 249, base peak. | | HR-MS | |
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| C5D5N | | 01 | 38.0 | | 02 | 68.0 | | 03 | 68.0 | | 04 | 32.5 | | 05 | 51.4 | | 06 | 203.4 | | 07 | 121.6 | | 08 | 165.4 | | 09 | 34.6 | | 10 | 38.7 | | 11 | 21.0 | | 12 | 26.0 | | 13 | 47.5 | | 14 | 83.6 | | 15 | 32.0 | | 16 | 32.0 | | 17 | 50.9 | | 18 | 15.9 | | 19 | 24.4 | | 20 | 36.0 | | 21 | 20.5 | | 22 | 64.0 | | 23 | 59.9 | | 24 | 42.4 | | 25 | 31.3 | | 26 | 15.9 | | 27 | 16.5 | | 28 | 13.8 |
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| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | 4.18 (br d, 10.2) | | 03-He | 4.26 (br s ) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 6.23 (d, 2.2) | | 09-Ha | 3.59 (m ) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.72 (s ) | | 19-Me | 1.09 (s ) | | 21-Me | 0.94 (d, 7.9) | | 22-H | 2.67 (d, 6.9) | | 23-H | 2.54 (dd, 6.9, 2.4) | | 24-H | 1.26 (m ) | | 25-H | 1.45 (septed, 6.8) | | 26-Me | 1.07 (d, 6.9) | | 27-Me | 1.01 (d, 6.6) | | 28-Me | 0.92 (d, 6.9) |
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| M.P. | 232 °C | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3296 (OH), 1644 (C=O), 907, 880 (epoxy) | | UV (EtOH) λ max (log ε) | 242 (4.02) |
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| HPTLC | | | TLC | | | GLC | | | HPLC | RP-HPLC, Column Inertsil ODS (20x250 mm), 40% CH3CN in water, flow-rate 10 ml.min-1 Ret. 20.3 min |
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Permanent link to this datasheet: POLYPORUSTERONE E
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