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Year of first isolation: |
2022 |
| Formula: | C29H44O9 |
| Molecular weight: | 536 |
| Occurence in plants: |
Ajuga lupulina [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga lupulina [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C[C@@]12[C@@](C(C=C3C2CC[C@@]4(C)[C@@]3(O)CC[C@@]4([C@](C(CC5[C@](C)(O)C(O[C@@H]5C)=O)=O)(O)C)[H])=O)([H])C[C@@H](O)[C@@H](O)C1 » 
| | IUPAC Name | (3S,5R)-3-hydroxy-4-((3R)-3-hydroxy-2-oxo-3-((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)butyl)-3,5-dimethyldihydrofuran-2(3H)-one | | CAS-RN | | | PubChem CID | | InChiKey
[ ChemIDPlus: search ] | LJFDZZJQINNHIL-XAOOTUCPSA-N | | InChI | InChI=1S/C29H42O9/c1-14-16(27(4,35)24(34)38-14)12-23(33)28(5,36)22-7-9-29(37)17-10-19(30)18-11-20(31)21(32)13-25(18,2)15(17)6-8-26(22,29)3/h10,14-16,18,20-22,31-32,35-37H,6-9,11-13H2,1-5H3/t14-,15?,16?,18+,20-,21+,22+,25-,26-,27+,28-,29-/m1/s1 |
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| HRESIMS (positive ion mode) m/z
| 557.2726 [M+Na]+ (calculated 557.2721) |
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| CD3OD | | 01 | 37.4 | | 02 | 68.7 | | 03 | 68.5 | | 04 | 32.9 | | 05 | 31.8 | | 06 | 206.3 | | 07 | 122.2 | | 08 | 167.5 | | 09 | 35.1 | | 10 | 39.3 | | 11 | 21.7 | | 12 | 32.5 | | 13 | 48.8 | | 14 | 85.1 | | 15 | 31.9 | | 16 | 21.5 | | 17 | 11.8 | | 18 | 17.9 | | 19 | 24.4 | | 20 | 82.2 | | 21 | 25.5 | | 22 | 215.7 | | 23 | 34.8 | | 24 | 49.5 | | 25 | 76.2 | | 26 | 180.7 | | 27 | 19.6 | | 28 | 79.6 | | 29 | 20.1 |
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| CD3OD | | 01-Ha | 1.47 (d, 12.9) | | 01-Hb | 1.85-1.80 (overlap) | | 02-Ha | 3.86 (dt, 12.0, 2.4) | | 03-He | 3.98 (brs) | | 04-Ha | 1.78-1.70 (overlap) | | 04-Hb | 1.78-1.70 (overlap) | | 05-H | 2.41 (dd, 12.9, 4.4) | | 07-H | 5.82 (brs) | | 09-H | 3.19 (m) | | 11-Ha | 1.65-1.59 (overlap) | | 11-Hb | 1.85-1.80 (overlap) | | 12-Ha | 2.26 (td, 13.0, 4.8) | | 12-Hb | 1.91 (m) | | 15-Ha | 1.99 (m) | | 15-Hb | 1.65-1.59 (overlap) | | 16-Ha | 1.78-1.70 (overlap) | | 16-Hb | 1.85-1.80 (overlap) | | 17-H | 2.71-2.67 (àverlap) | | 18-Me | 0.92 (s) | | 19-Me | 0.99 (s) | | 21-Me | 1.44 (s) | | 23-Ha | 2.99 (dd, 19.0, 4.6) | | 23-Hb | 2.87 (dd,19.0; 7.8) | | 24-H | 2.69-2.64 (overlap) | | 27-Me | 1.32 s) | | 28-H | 4.17 (m) | | 29-H | 1.39 (d, 6.1) |
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| M.P. | — °C ; | | [α]D20 | 53° (c 0.1; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 204.5 nm (0.91) ; 242.5 nm (1.43) |
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Permanent link to this datasheet: AJUGASTERONE E
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