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Year of first isolation: |
1987 |
| Formula: | C27H44O8 |
| Molecular weight: | 496 |
| Occurence in plants: |
Helleborus odorus [Ranunculaceae] »  ![Wikipedia: Helleborus odorus [Ranunculaceae]](/images/wikipedia.png)
Helleborus purpurascens [Ranunculaceae] »
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4(C3(CC(C(C4)O)O)C)O)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@](C[C@H]([C@H]1O)O)(C(=O)C=C1C2CC[C@]2([C@]1(CC[C@@H]2[C@@]([C@@H](CCC(C)(C)O)O)(C)O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | 109786-20-1 | | PubChem CID | 184120 | InChiKey
[ ChemIDPlus: search ] | GMFLGNRCCFYOKL-FSRANHRFSA-N | | InChI | InChI=1S/C27H44O8/c1-22(2,32)9-8-20(30)25(5,33)19-7-11-26(34)16-12-21(31)27(35)14-18(29)17(28)13-24(27,4)15(16)6-10-23(19,26)3/h12,15,17-20,28-30,32-35H,6-11,13-14H2,1-5H3/t15-,17-,18+,19-,20+,23+,24+,25+,26?,27-/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | HR-MS | | | PD-MS (plasma desorption 252Cf) | 520 (M+1+Na)+, 519 (M+Na)+, 131, 117, 111, 99, 92, 81 |
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| C5D5N | | 01 | 35.8 | | 02 | 67.7 | | 03 | 69.6 | | 04 | 34.4 | | 05 | 79.6 | | 06 | 200.9 | | 07 | 119.7 | | 08 | 166.7 | | 09 | 38.1 | | 10 | 44.6 | | 11 | 21.8 | | 12 | 31.3 | | 13 | 47.9 | | 14 | 83.9 | | 15 | 31.8 | | 16 | 21.4 | | 17 | 49.8 | | 18 | 17.6 | | 19 | 16.9 | | 20 | 76.8 | | 21 | 21.1 | | 22 | 77.4 | | 23 | 27.2 | | 24 | 42.3 | | 25 | 69.6 | | 26 | 29.6 | | 27 | 29.8 |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 07-H | 6.23 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-OH | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.21 | | 19-Me | 1.07 | | 21-Me | 1.58 | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.37 | | 27-Me | 1.37 |
| DMSO-d6 | | 01-Ha | | | 01-He | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 07-H | 5.66 (d, 2) | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-OH | 4.10 | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.75 | | 19-Me | 0.77 | | 21-Me | 1.03 | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.04 | | 27-Me | 1.05 |
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| M.P. | 162 °C | | [α]D20 | | | IR (KBr) ν max (cm-1) | -- (OH), 1650, 1630 (cyclohexenone) | | UV (EtOH) λ max (log ε) | 242 (?) |
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Permanent link to this datasheet: (5α)-POLYPODINE B
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