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Year of first isolation: |
1982 |
| Formula: | C27H44O7 |
| Molecular weight: | 480 |
| Occurence in plants: |
Paris polyphylla [Melanthiaceae] »  ![Wikipedia: Paris polyphylla [Melanthiaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](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)(O)C)O)C)C » 
| | IUPAC Name | (2R,3R,5R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 16395231 | InChiKey
[ ChemIDPlus: search ] | NKDFYOWSKOHCCO-VWEFCCBJSA-N | | InChI | InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15?,17-,19+,20+,21-,22+,24+,25+,26+,27+/m0/s1 |
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| HR-MS | 426.2788 (C27H38O4) (calc. 426.2770); 363.2166 (C21H31O5) (calc. 363.2171); 345.2052 (C21H29O4) (calc.345.2066); 327.1962 (C21H27O3) (calc. 327.1960) | | FD-MS m/z | 480.4 [M]+ (34%) | | EI-MS m/z (relative intensity %) | 462, 444, 426, 411 (5), 363 (33), 345 (62), 327 (23), 320 (4), 309 (6), 301 (8), 300 (5), 285 (5), 269 (12), 250 (9), 225 (3), 213 (4), 191 (8), 173 (12), 161 (6), 143 (10), 117 (6), 99 (40), 81 (37), 69 (38), 58 (100) |
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| DMSO-d6 | | 01 | 37.6 | | 02 | 66.8 * | | 03 | 68.8 * | | 04 | 33.2 | | 05 | 50.1 | | 06 | 202.7 | | 07 | 120.5 | | 08 | 165.2 | | 09 | 36.7 | | 10 | 38.5 | | 11 | 20.3 | | 12 | 30.9 | | 13 | 46.9 | | 14 | 83.1 | | 15 | 31.5 | | 16 | 23.8 | | 17 | 48.8 | | 18 | 17.1 | | 19 | 26.1 | | 20 | 75.8 | | 21 | 20.9 | | 22 | 76.2 | | 23 | 29.0 | | 24 | 41.3 | | 25 | 75.8 | | 26 | 29.8 | | 27 | 29.8 |
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| DMSO-d6 | | 01-Ha | | | 02-He | 3.75 (m, w1/2 = 8) | | 03-He | 3.75 (m, w1/2 = 8) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.65 | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-OH | 4.60 | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.77 | | 19-Me | 0.84 | | 21-Me | 1.10 | | 22-Hb | 3.20 (m, w1/2 = 10) | | 23-Ha | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.10 | | 27-Me | 1.10 |
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| M.P. | 216-220 °C (decomp) | | [α]D25 | + 41.9° (c 0.5; pyridine) | | IR (KBr) ν max (cm-1) | 3300 (OH, broad), 1650 (cyclohexenone), 1435, 1380 (CH3), 11 | | UV (EtOH) λ max (log ε) | 240 (4.013) |
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Permanent link to this datasheet: PARISTERONE
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