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Year of first isolation: |
2022 |
| Formula: | C30H44O7 |
| Molecular weight: | 516 |
| Occurence in plants: |
Ajuga decumbens [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga decumbens [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | C[C@@]12[C@@](C(C=C3C2CC[C@@]4(C)[C@@]3(O)CC[C@@H]4[C@@](C)(O)[C@H](O5)CC(CCC)=C(C)C5=O)=O)([H])C[C@@H](O)[C@@H](O)C1 | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | O=C1C(C)=C(CCC)C[C@H]([C@@]([C@H]2CC[C@@]3(O)C4=CC([C@]5([H])C[C@@H](O)[C@@H](O)C[C@]5(C)C4CC[C@]23C)=O)(O)C)O1 » 
| | IUPAC Name | (6R)-6-((1R)-1-hydroxy-1-((2S,3R,5R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,6,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethyl)-3-methyl-4-propyl-5,6-dihydro-2H-pyran-2-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | YGKDUZQAZYIXBO-WRXGHIAKSA-N | | InChI | InChI=1S/C30H44O7/c1-6-7-17-12-25(37-26(34)16(17)2)29(5,35)24-9-11-30(36)19-13-21(31)20-14-22(32)23(33)15-27(20,3)18(19)8-10-28(24,30)4/h13,18,20,22-25,32-33,35-36H,6-12,14-15H2,1-5H3/t18?,20-,22+,23-,24-,25+,27+,28+,29+,30+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | HRESIMS (positive ion mode) m/z
| 539.2979 [M+Na]+, calc. 539.2979 |
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| CD3OD | | 01 | 36.0 | | 02 | 67.4 | | 03 | 67.2 | | 04 | 31.5 | | 05 | 50.5 | | 06 | 205.3 | | 07 | 121.0 | | 08 | 166.2 | | 09 | 33.7 | | 10 | 38.0 | | 11 | 20.1 | | 12 | 30.4 | | 13 | 47.6 | | 14 | 83.9 | | 15 | 31.1 | | 16 | 20.2 | | 17 | 49.0 | | 18 | 16.8 | | 19 | 23.1 | | 20 | 75.0 | | 21 | 20.0 | | 22 | 82.0 | | 23 | 28.8 | | 24 | 156.1 | | 25 | 120.3 | | 26 | 167.9 | | 27 | 10.7 | | 28-H2 | 29.5 | | 29-H2 | 26.7 | | 30-Me | 10.5 |
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| CD3OD | | 01-Ha | 1.43 (m) | | 01-Hb | 1.77 (m) | | 02-Ha | 3.84 (m) | | 03-He | 3.96 (d, 3.0) | | 04-Ha | 1.74 (m) | | 04-Hb | 1.70 (m) | | 05-H | 2.35 (m) | | 07-H | 5.82 (d, 2.6) | | 09-H | 3.16 (m) | | 11-Ha | 3.87 (m) | | 11-Hb | 1.76 (m) | | 12-Ha | 1.97 (m) | | 12-Hb | 1.61 (m) | | 15-Ha | 2.16 (m) | | 15-Hb | | | 16-Ha | 2.00 (m) | | 16-Hb | 1.99 (m) | | 17-H | 2.40 (m) | | 18-Me | 0.89 (s) | | 19-Me | 0.97 (s) | | 21-Me | 1.31 (s) | | 22-H | 4.17 (d, 3.8) | | 23-Ha | 2.46 (m) | | 23-Hb | 2.34 (m) | | 27-Me | 1.86 (m) | | 28-H2 | 1.25 (m) | | 29-H2 | 2.32 (m) | | 30-Me | 1.12 (t, 7.6) |
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| M.P. | 146-147 °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: AJUGACUMLACTONE
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