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Year of first isolation: |
2015 |
| Formula: | C27H42O8 |
| Molecular weight: | 494 |
| Occurence in plants: |
Ajuga turkestanica [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga turkestanica [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CC(C3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(=O)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=C1[C@@H]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@](C)(C(=O)CCC(C)(C)O)O)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,11R,13R,14S,17S)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 170325766 | InChiKey
[ ChemIDPlus: search ] | UIIGNDUXNWFJEC-RFKQUTSUSA-N | | InChI | InChI=1S/C27H42O8/c1-23(2,33)8-7-21(32)26(5,34)20-6-9-27(35)15-11-16(28)14-10-17(29)18(30)12-24(14,3)22(15)19(31)13-25(20,27)4/h11,14,17-20,22,29-31,33-35H,6-10,12-13H2,1-5H3/t14-,17+,18-,19+,20-,22+,24-,25+,26+,27+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | HRESI-MS | 517.27681 [M+Na]+, expected 517.27719 for C27H42O8Na | | ESI-MS m/z | 495 [M+H]+, 477 [MH - H2O]+, 459 [MH - 2H2O]+, 441 [MH - 3H2O]+, 423 [MH - 4H2O]+ |
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| D2O | | 01 | 39.2 | | 02 | 69.3 | | 03 | 69.3 | | 04 | 33.6 | | 05 | 53.4 | | 06 | 210.4 | | 07 | 123.9 | | 08 | 166.8 | | 09 | 43.4 | | 10 | 40.8 | | 11 | 70.2 | | 12 | 43.7 | | 13 | 49.5 | | 14 | 86.8 | | 15 | 32.4 | | 16 | 22.3 | | 17 | 51.7 | | 18 | 19.6 | | 19 | 25.3 | | 20 | 84.0 | | 21 | 25.6 | | 22 | 220.4 | | 23 | 34.1 | | 24 | 38.6 | | 25 | 73.2 | | 26 | 29.6 | | 27 | 29.6 |
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| D2O | | 01-Ha | 1.40 (t, 12.8) | | 01-He | 2.48 (dd, 13, 3.9) | | 02-Ha | 4.10 (m, w1/2 = 12) | | 03-He | 4.10 (m, w1/2 = 12) | | 04-Ha | 1.74 | | 04-He | 1.79 | | 05-H | 2.31 (dd, 12.3, 5.3) | | 07-H | 5.97 (d, 2.6) | | 09-H | 3.14 (dd, 8.8, 2.6) | | 11-Ha | 4.24 (m, w1/2 = 27, ddd, 11, 9, 6.1) | | 12-Ha | 2.16 (t, 12.3) | | 12-He | 2.28 (dd, 12.5, 6.1) | | 15-Ha | 2.05 (m, w1/2 = 26) | | 15-Hb | 1.65 | | 16-Ha | 1.68 | | 16-Hb | 1.60 | | 17-H | 2.62 (t, 9.4) | | 18-Me | 0.84 (s) | | 19-Me | 1.10 (s) | | 21-Me | 1.51 (s) | | 22-H | | | 23-Ha | 2.79 (m, w1/2 = 12) | | 23-Hb | 2.79 (m, w1/2 = 12) | | 24-Ha | 1.76 | | 24-Hb | 1.76 | | 26-Me | 1.24 (s) | | 27-Me | 1.24 (s) |
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| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | () ; |
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Permanent link to this datasheet: 22-OXO-TURKESTERONE
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