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Year of first isolation: |
2022 |
| Formula: | C33H52O8 |
| Molecular weight: | 576 |
| 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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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@@]5(C)[C@H](OC(CCCO)O5)CC(C(C)O)C(C)=C)=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-((4S,5R)-5-(2-(1-hydroxyethyl)-3-methylbut-3-en-1-yl)-2-(3-hydroxypropyl)-4-methyl-1,3-dioxolan-4-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 ] | WRESURRAMOMIKG-NGXGVZSLSA-N | | InChI | InChI=1S/C33H52O9/c1-17(2)19(18(3)35)12-27-32(6,42-28(41-27)8-7-11-34)26-9-10-33(40)21-14-22(36)20-13-23(37)24(38)15-30(20,4)29(21)25(39)16-31(26,33)5/h14,18-20,23-29,34-35,37-40H,1,7-13,15-16H2,2-6H3/t18?,19?,20-,23+,24-,25+,26-,27+,28?,29?,30-,31+,32-,33+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | HRESIMS (positive ion mode) m/z
| 577.3737 [M+H]+, calc. 577.3737 |
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| CD3OD | | 01 | 35.9 | | 02 | 67.4 | | 03 | 67.2 | | 04 | 30.4 | | 05 | 50.4 | | 06 | 205.4 | | 07 | 120.8 | | 08 | 166.5 | | 09 | 33.8 | | 10 | 37.9 | | 11 | 21.2 | | 12 | 30.8 | | 13 | 49.7 | | 14 | 83.7 | | 15 | 37.8 | | 16 | 21.3 | | 17 | 46.9 | | 18 | 16.3 | | 19 | 23.1 | | 20 | 84.0 | | 21 | 22.3 | | 22 | 80.9 | | 23 | 20.1 | | 24 | 52.8 | | 25 | 145.4 | | 26 | 113.2 | | 27 | 18.6 | | 28 | 69.2 | | 29 | 21.0 | | 30 | 104.0 | | 31 | 31.5 | | 32 | 26.8 | | 33 | 61.6 |
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| CD3OD | | 01-Ha | 1.42 (m) | | 01-Hb | 1.79 (m) | | 02-Ha | 3.95 (d, 3.0) | | 03-He | 3.84 (td, 8.3, 5.0) | | 04-Ha | 2.05 (m) | | 04-Hb | 1.70 (m) | | 05-H | 2.38 (dd, 12.3, 5.1) | | 07-H | 5.81 (d, 2.5) | | 09-H | 3.14 (m) | | 11-Ha | 1.85 (m) | | 11-Hb | 1.77 (m) | | 12-Ha | 2.07 (m) | | 12-Hb | 1.82 (m) | | 15-Ha | 2.02 (m) | | 15-Hb | 1.39 (m) | | 16-Ha | 1.92 (m) | | 16-Hb | 1.89 (m) | | 17-H | 2.29 (m) | | 18-Me | 0.85 (s) | | 19-Me | 0.96 (s) | | 21-Me | 1.16 (s) | | 22-H | 3.66 (d, 10.0) | | 23-Ha | 1.30 (m) | | 23-Hb | | | 24-H | 2.20 (m) | | 26-Ha | 4.89 (s) | | 26-Hb | 4.79 (s) | | 27-Me | 1.66 (s) | | 28-H | 3.62 (m) | | 29-Me | 1.13 (d, 6.2) | | 30-H | 5.04 (s) | | 31-Ha | 1.72 (m) | | 31-Hb | 1.72 (m) | | 32-H | 1.64 (m) | | 33-H | 3.57 (m) |
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| M.P. | 261-264 °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: AJUGASTERONE 20,22-DIOXOLANE A
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