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Year of first isolation: |
2021 |
| Formula: | C27H44O8 |
| Molecular weight: | 496 |
| 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)(CC[C@H]([C@@](C)([C@H]3CC[C@]4(C2=CC([C@@H]1C[C@H]([C@H](C[C@]1(C)C2C[C@@H]([C@]34C)O[H])O[H])O[H])=O)O[H])O[H])O[H])O[H] » 
| | IUPAC Name | (2S,3R,5R,10R,12S,13S,14R,17S)-2,3,12,14-tetrahydroxy-10,13-dimethyl-17-((2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl)-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 ] | YBADLLABDWLXQY-ANYRPRRDSA-N | | InChI | InChI=1S/C27H44O8/c1-23(2,33)8-7-21(31)26(5,34)20-6-9-27(35)15-10-17(28)16-11-18(29)19(30)13-24(16,3)14(15)12-22(32)25(20,27)4/h10,14,16,18-22,29-35H,6-9,11-13H2,1-5H3/t14?,16-,18+,19-,20-,21+,22-,24+,25-,26+,27+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | HRESIMS (negative ion mode) m/z | 519.2930 [M+Na]+, calculated 519.2934 |
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| CD3OD | | 01 | 37.3 | | 02 | 68.8 | | 03 | 68.5 | | 04 | 33.0 | | 05 | 51.9 | | 06 | 206.3 | | 07 | 122.7 | | 08 | 165.8 | | 09 | 31.1 | | 10 | 39.0 | | 11 | 30.3 | | 12 | 75.3 | | 13 | 50.3 | | 14 | 87.6 | | 15 | 31.8 | | 16 | 21.2 | | 17 | 44.2 | | 18 | 19.0 | | 19 | 24.6 | | 20 | 78.0 | | 21 | 20.3 | | 22 | 78.9 | | 23 | 27.3 | | 24 | 42.4 | | 25 | 71.5 | | 26 | 29.9 | | 27 | 29.1 |
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| CD3OD | | 01-Ha | 1.82 (dd, 12.8, 3.8) | | 01-Hb | 1.49 (t, 12.8) | | 02-Ha | 3.88 (dt, 12.8, 3.8) | | 03-He | 3.99 (m) | | 04-Ha | 1.75 (m) | | 04-Hb | ? | | 05-H | 2.45 (dd, 12.8, 4.5) | | 07-H | 5.87 (d, 2.2) | | 09-H | 3.35 (m) | | 11-Ha | 2.05 (m) | | 11-Hb | ? | | 12-Ha | 4.31 (t, 3.0) | | 12-Hb | - | | 15-Ha | 1.93 (m) | | 15-Hb | 1.62 (m) | | 16-Ha | 2.01 (m) | | 16-Hb | 1.84 (m) | | 17-H | 3.05 (t, 9.5) | | 18-Me | 0.85 (s) | | 19-Me | 1.00 (s) | | 21-Me | 1.30 (s) | | 22-H | 3.41 (dd, 9.1, 0.6) | | 23-Ha | 1.73 (m) | | 23-Hb | 1.40 (m) | | 24-Ha | 1.83 (m) | | 24-Hb | 1.48 (m) | | 26-Me | 1.23 (s) | | 27-Me | 1.22 (s) |
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| M.P. | — °C ; | | [α]D20 | +50.9° (c 0.30 ; MeOH) | | IR (KBr) ν max (cm-1) | 33.95, 2967, 1656, 1444, 1384, 1223, 1058 | | UV (MeOH) λ max (log ε) | 240 nm (2.92) ; |
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Permanent link to this datasheet: 12α,20-DIHYDROXYECDYSONE
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