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Year of first isolation: |
2022 |
| Formula: | C27H44O6 |
| Molecular weight: | 464 |
| Occurence in plants: |
Ajuga decumbens [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga decumbens [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Canonical SMILES | CC(C)CCC(=O)C(C)(C1CCC2(C1(CC=C3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C[C@@]12[C@@](C(C=C3C2[C@H](O)C[C@@]4(C)[C@@]3(O)CC[C@@H]4[C@](C)(CCCC(C)C)O)=O)([H])C[C@@H](O)[C@@H](O)C1 » 
| | IUPAC Name | (2S,3R,5R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-((S)-2-hydroxy-6-methylheptan-2-yl)-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 ] | YUZCBFXDGHHMIG-XTZPVCRJSA-N | | InChI | InChI=1S/C27H44O6/c1-15(2)7-6-9-26(5,32)22-8-10-27(33)17-12-18(28)16-11-19(29)20(30)13-24(16,3)23(17)21(31)14-25(22,27)4/h12,15-16,19-23,29-33H,6-11,13-14H2,1-5H3/t16-,19+,20-,21+,22-,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
| 487.3030 [M+Na]+, calc. 487.3030 |
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| DMSO-d6 | | 01 | 38.7 | | 02 | 67.4 | | 03 | 67.2 | | 04 | 32.5 | | 05 | 51.6 | | 06 | 203.8 | | 07 | 121.4 | | 08 | 164.0 | | 09 | 41.8 | | 10 | 40.1 | | 11 | 67.9 | | 12 | 43.0 | | 13 | 47.3 | | 14 | 83.4 | | 15 | 30.9 | | 16 | 20.8 | | 17 | 48.9 | | 18 | 18.6 | | 19 | 24.7 | | 20 | 76.1 | | 21 | 21.4 | | 22 | 36.7 | | 23 | 20.7 | | 24 | 29.7 | | 25 | 28.0 | | 26 | 22.6 | | 27 | 23.6 |
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| DMSO-d6 | | 01-Ha | 1.11 (m) | | 01-Hb | 2.44 (m) | | 02-Ha | 3.75 (s) | | 03-He | 3.78 (m) | | 04-Ha | 1.63 (m) | | 04-Hb | 1.56 (m) | | 05-H | 2.12 (dd, 13.1, 3.9) | | 07-H | 5.60 (d, 2.5) | | 09-H | 2.96 (dd, 8.8, 2.6) | | 11-H | 3.87 (m) | | 12-Ha | 2.04 (m) | | 12-Hb | 1.95 (m) | | 15-Ha | 1.76 (m) | | 15-Hb | 1.44 (m) | | 16-Ha | 1.86 (m) | | 16-Hb | 1.77 (m) | | 17-H | 2.24 (t, 9.2) | | 18-Me | 0.90 (s) | | 19-Me | 1.06 (s) | | 21-Me | 1.36 (s) | | 22-Ha | 1.36 (m) | | 22-Hb | 1.09 (m) | | 23-Ha | 1.46 (m) | | 23-Hb | 1.47 (m) | | 24-Ha | 1.34 (m) | | 24-Hb | 1.07 (m) | | 25-H | | | 26-Me | 0.86 (d, 5.2) | | 27-Me | 0.85 (d, 5.2) |
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| M.P. | 186-187 °C ; | | [α]D20 | – (c ; MeOH) | | IR (KBr) ν max (cm-1) | – | | UV (MeOH) λ max (log ε) | nm (-) ; – |
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Permanent link to this datasheet: 22-DEOXY-AJUGASTERONE C
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