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Year of first isolation: |
2022 |
| Formula: | C31H50O8 |
| Molecular weight: | 550 |
| 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)CCC(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)-2-(3-hydroxypropyl)-5-isopentyl-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 ] | CKOZSEWXXHZDQZ-PPDJEQFFSA-N | | InChI | InChI=1S/C31H50O8/c1-17(2)8-9-25-30(5,39-26(38-25)7-6-12-32)24-10-11-31(37)19-14-20(33)18-13-21(34)22(35)15-28(18,3)27(19)23(36)16-29(24,31)4/h14,17-18,21-27,32,34-37H,6-13,15-16H2,1-5H3/t18-,21+,22-,23+,24-,25+,26?,27?,28-,29+,30-,31+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | HRESIMS (positive ion mode) m/z
| 573.3398 [M+Na]+, calc. 573.3398 |
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| CD3OD | | 01 | 37.7 | | 02 | 67.6 | | 03 | 67.2 | | 04 | 32.0 | | 05 | 51.4 | | 06 | 205.5 | | 07 | 121.5 | | 08 | 164.1 | | 09 | 41.5 | | 10 | 38.5 | | 11 | 68.1 | | 12 | 42.0 | | 13 | 46.8 | | 14 | 83.5 | | 15 | 30.5 | | 16 | 21.3 | | 17 | 49.7 | | 18 | 17.1 | | 19 | 23.3 | | 20 | 83.6 | | 21 | 22.2 | | 22 | 83.8 | | 23 | 26.3 | | 24 | 36.3 | | 25 | 27.9 | | 26 | 21.6 | | 27 | 21.7 | | 28 | 104.0 | | 29 | 31.5 | | 30 | 26.8 | | 31 | 61.6 |
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| CD3OD | | 01-Ha | 1.36 (m) | | 01-Hb | 2.58 (dd, 12.9, 4.0)) | | 02-Ha | 4.01 (td, 8.0, 3.9) | | 03-He | 3.97 (m) | | 04-Ha | 1.75 (m) | | 04-Hb | 1.72 (m) | | 05-H | 2.32 (d, 4.0) | | 07-H | 5.81 (d, 2.6) | | 09-H | 3.14 (dd, 9.0, 2.7) | | 11-H | 4.08 (m) | | 12-Ha | 2.15 (m) | | 12-Hb | | | 15-Ha | 1.94 (m) | | 15-Hb | 1.58 (m) | | 16-Ha | 1.91 (m) | | 16-Hb | 1.86 (m) | | 17-H | 2.36 (m) | | 18-Me | 0.84 (s) | | 19-Me | 1.06 (s) | | 21-Me | 1.16 (s) | | 22-H | 3.64 (m) | | 23-Ha | 1.46 (m) | | 23-Hb | 1.44 (m) | | 24-Ha | 1.43 (m) | | 24-Hb | 1.24 (m) | | 25-H | 1.59 (m) | | 26-Me | 0.93 (d, 1.8) | | 27-Me | 0.92 (d, 1.8) | | 28-H | 5.94 (s) | | 29-Ha | 1.68 (m) | | 29-Hb | 1.63 (m) | | 30-H | 1.62 (m) | | 31-H | 3.58 (m) |
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| M.P. | 137-138 °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 B
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