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Year of first isolation: |
2010 |
| Formula: | C27H42O6 |
| Molecular weight: | 462 |
| Occurence in plants: |
Serratula wolffii [Asteraceae] »  ![Wikipedia: Serratula wolffii [Asteraceae]](/images/wikipedia.png)
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@H](C)C(=O)CCC(C)C)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,11R,13R,14S,17R)-2,3,11,14-tetrahydroxy-10,13-dimethyl-17-((S)-6-methyl-3-oxoheptan-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 ] | NPBZEMOJGSURAF-QTYGUNLOSA-N | | InChI | InChI=1S/C27H42O6/c1-14(2)6-7-19(28)15(3)16-8-9-27(33)18-11-20(29)17-10-21(30)22(31)12-25(17,4)24(18)23(32)13-26(16,27)5/h11,14-17,21-24,30-33H,6-10,12-13H2,1-5H3/t15-,16+,17-,21+,22-,23+,24+,25-,26+,27+/m0/s1 |
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| HRESI-MS | 463.3053 [M+H]+ (calculated for C27H43O6, 463.3059) | | CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 501 (100) [M+K]+, 485 (59) [M+Na]+, 467 (17) [M+Na-H2O]+, 463 (69) [M+H]+, 445 (24) [M+H-H2O]+, 427 (30) [M+H-2H2O]+ |
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| CD3OD | | 01 | 39.2 | | 02 | 69.0 | | 03 | 68.7 | | 04 | 33.4 | | 05 | 53.0 | | 06 | n.d. | | 07 | 122.8 | | 08 | 165.4 | | 09 | 43.1 | | 10 | 40.0 | | 11 | 69.5 | | 12 | 42.4 | | 13 | 47.6 | | 14 | 86.4 | | 15 | 31.7 | | 16 | 26.1 | | 17 | 48.4 | | 18 | 17.9 | | 19 | 24.7 | | 20 | 49.5 | | 21 | 17.6 | | 22 | 218.2 | | 23 | 40.0 | | 24 | 33.6 | | 25 | 29.0 | | 26 | 23.0 | | 27 | 23.0 |
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| CD3OD | | 01-Ha | 1.35 (t, 12.0) | | 01-He | 2.56 | | 02-Ha | 3.99 (ddd, 12.0, 4.0, 3.4) | | 03-He | 3.95 | | 04-Ha | 1.68 (dt, 14.0, 4.0) | | 04-He | 1.76 (ddd, 14.0, 13.0, 2.5) | | 05-H | 2.32 (dd, 13.0, 4.0) | | 07-H | 5.80 (d, 2.7) | | 09-H | 3.11 (dd, 8.9, 2.7) | | 11-Ha | 3.97 | | 12-Ha | 2.02 (dd, 12.0, 11.4) | | 12-He | 1.43 (dd, 12.0, 5.7) | | 15-Ha | 1.93 | | 15-Hb | 1.61 | | 16-Ha | 2.05 | | 16-Hb | 1.47 | | 17-H | 2.61 | | 18-Me | 0.66 (s) | | 19-Me | 1.03 (s) | | 20-H | 2.59 | | 21-Me | 1.08 (d, 6.4) | | 23-Ha | 2.54 | | 23-Hb | 2.62 | | 24-Ha | 1.46 | | 24-Hb | 1.46 | | 25-H | 1.57 | | 26-Me | 0.93 (d, 6.6) | | 27-Me | 0.93 (d, 6.6) |
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| M.P. | °C ; | | [α]D25.5 | +9 ° (c = 0.1; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 241 (3.5) |
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Permanent link to this datasheet: 22-DEHYDRO-20-DEOXY-AJUGASTERONE C
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