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Year of first isolation: |
2024 |
| Formula: | C27H42O8 |
| Molecular weight: | 494 |
| Occurence in plants: |
Dioscorea dumetorum [Dioscoreaceae] »  ![Wikipedia: Dioscorea dumetorum [Dioscoreaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C[C@@]12[C@@](C(C=C3C2=CC[C@@]4(C)[C@@]3(O)CC[C@@H]4[C@](C)([C@H](O)CC(O)C(C)C)O)=O)(O)C[C@@H](O)[C@@H](O)C1 » 
| | IUPAC Name | (2S,3R,5S,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-10,13-dimethyl-17-((2R,3R)-2,3,5-trihydroxy-6-methylheptan-2-yl)-1,2,3,4,5,10,12,13,14,15,16,17-dodecahydro-6H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | JZWSJQWOSOCCNG-UXABPGJFSA-N | | InChI | InChI=1S/C27H42O8/c1-14(2)17(28)11-21(31)25(5,33)20-7-9-26(34)16-10-22(32)27(35)13-19(30)18(29)12-24(27,4)15(16)6-8-23(20,26)3/h6,10,14,17-21,28-31,33-35H,7-9,11-13H2,1-5H3/t17?,18-,19+,20-,21+,23+,24+,25+,26+,27+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | CI-MS (NH3) m/z | | | HRESIMS (positive ion mode) m/z
| 495.2962 [M+H]+ (calcd for C27H43O8 495.2952) |
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| CD3OD | | 01 | 34.2 | | 02 | 68.4 | | 03 | 70.1 | | 04 | 39.0 | | 05 | 80.4 | | 06 | 202.9 | | 07 | 117.7 | | 08 | 156.3 | | 09 | 137.7 | | 10 | 46.2 | | 11 | 134.1 | | 12 | 39.0 | | 13 | 47.8 | | 14 | 84.3 | | 15 | 31.3 | | 16 | 21.7 | | 17 | 50.4 | | 18 | 18.1 | | 19 | 26.4 | | 20 | 77.5 | | 21 | 20.7 | | 22 | 77.6 | | 23 | 35.8 | | 24 | 77.4 | | 25 | 34.1 | | 26 | 19.4 | | 27 | 17.0 |
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| CD3OD | | 01-Ha | 2.04 (m) | | 01-Hb | 2.04 (m) | | 02-Ha | 3.83 (ddd, 10.8, 5.6, 3.0) | | 03-He | 3.89 (m) | | 04-Halpha | 1.92 (dd, 14.7, 2.2) | | 04-Hbeta | 1.78 (m) | | 07-H | 5.83 (s) | | 11-H | 6.34 (d, 6.4) | | 12-Halpha | 2.72 (d, 18.0) | | 12-Hbeta | 2.44 (dd, 18.0, 6.4) | | 15-Halpha | 1.81 (m) | | 15-Hbeta | 1.98 (m) | | 16-Halpha | 1.78 (m) | | 16-Hbeta | 2.02 (m) | | 17-H | 2.42 (t, 8.3) | | 18-Me | 0.90 (s) | | 19-Me | 1.05 (s) | | 21-Me | 1.22 (s) | | 22-H | 3.58 (dd, 10.9, 1.9) | | 23-Ha | 1.72 (m) | | 23-Hb | 1.38 (ddd, 14.1, 10.1, 8.3) | | 24-H | 3.61 (dt, 8.5, 4.4) | | 25-H | 1.71 (m) | | 26-Me | 0.95 (d, 6.8) | | 27-Me | 0.91 (d, 6.8) |
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| M.P. | — °C | | [α]D23 | +42.7° (c 0.310 ; MeOH) | | IR (KBr) v max (cm-1) | 3401, 2958, 1667, 1388, 1062 | | UV (MeOH) λ max (log ε) | 232, 300 nm (-) |
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Permanent link to this datasheet: 24-HYDROXYKALADASTERONE
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