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Year of first isolation: |
2021 |
| Formula: | C27H40O7 |
| Molecular weight: | 476 |
| Occurence in plants: |
Paris polyphylla var. yunnanensis [Melanthiaceae] »  ![Wikipedia: Paris polyphylla var. yunnanensis [Melanthiaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | CC(C)(C(\C([H])=C([H])\[C@@](C)([C@H]3CC[C@]4(C2=CC([C@@H]1C[C@H]([C@H](C[C@]1(C)C2CC[C@]34C)O[H])O[H])=O)O[H])O[H])=O)O[H] » 
| | IUPAC Name | (2S,3R,5R,10R,13R,14S,17S)-17-((S,E)-2,6-dihydroxy-6-methyl-5-oxohept-3-en-2-yl)-2,3,14-trihydroxy-10,13-dimethyl-1,2,3,4,5,9,10,11,12,13,14,15,16,17-tetradecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | KXOXJMJIPRGULB-NQYXCMQDSA-N | | InChI | InChI=1S/C27H40O7/c1-23(2,32)22(31)8-10-26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-9-25(21,27)4/h8,10,12,15,17,19-21,29-30,32-34H,6-7,9,11,13-14H2,1-5H3/b10-8+/t15?,17-,19+,20-,21-,24+,25+,26-,27+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HRESIMS (negative ion mode) m/z | 499.2669 [M+Na]+, calculated 499.2672 |
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| CD3OD | | 01 | 37.4 | | 02 | 68.7 | | 03 | 68.5 | | 04 | 32.9 | | 05 | 51.8 | | 06 | 206.5 | | 07 | 122.1 | | 08 | 167.8 | | 09 | 35.1 | | 10 | 39.3 | | 11 | 21.5 | | 12 | 32.2 | | 13 | 48.4 | | 14 | 85.1 | | 15 | 31.7 | | 16 | 22.8 | | 17 | 55.5 | | 18 | 18.8 | | 19 | 24.4 | | 20 | 77.0 | | 21 | 28.8 | | 22 | 156.5 | | 23 | 120.6 | | 24 | 205.1 | | 25 | 76.3 | | 26 | 26.5 | | 27 | 26.5 |
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| CD3OD | | 01-Ha | 1.78 (dd, 12.8, 3.7) | | 01-Hb | 1.41 (t, 12.8) | | 02-Ha | 3.82 (dt, 12.8, 3.7) | | 03-He | 3.94 (m) | | 04-Ha | 1.72 (m) | | 04-Hb | 1.69 (m) | | 05-H | 2.36 (dd, 13.0, 4.2) | | 07-H | 5.78 (d, 2.6) | | 09-H | 3.14 (m) | | 11-Ha | 1.78 (m) | | 11-Hb | 1.64 (m) | | 12-Ha | 2.13 (dt, 13.1, 4.8) | | 12-Hb | 1.90 (m) | | 15-Ha | 1.94 (m) | | 15-Hb | 1.61 (m) | | 16-Ha | 1.79 (m) | | 16-Hb | ? | | 17-H | 2.48 (9.5) | | 18-Me | 0.76 (s) | | 19-Me | 0.94 (s) | | 21-Me | 1.37 (s) | | 22-H | 7.14 (d, 15.5) | | 23-H | 6.88 (d, 15.5) | | 26-Me | 1.33 (s) | | 27-Me | 1.33 (s) |
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| M.P. | — °C ; | | [α]D20 | +24.7° (c 0.08 ; MeOH) | | IR (KBr) ν max (cm-1) | 3414, 2967, 1654, 1446, 1384, 1150, 1069 | | UV (MeOH) λ max (log ε) | 240 nm (2.63) ; |
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Permanent link to this datasheet: 24-OXO-22,23-DEHYDRO-20-HYDROXYECDYSONE
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