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Year of first isolation: |
2007 |
| Formula: | C29H46O8 |
| Molecular weight: | 564 |
| Occurence in plants: |
Ajuga nipponensis [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga nipponensis [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CCC1C(C(OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)OC(=O)C)O)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](C1[C@H](CC)[C@@H]([C@H](O1)O)C)OC(=O)C)O)O)C)C » 
| | IUPAC Name | [(1R,2R)-1-[(2S,3S,4R,5R)-3-ethyl-5-hydroxy-4-methyloxolan-2-yl]-2-hydroxy-2-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]propyl] acetate | | CAS-RN | | | PubChem CID | 102402816 | InChiKey
[ ChemIDPlus: search ] | CUNHPNIAENBHKW-UXCZMVCNSA-N | | InChI | InChI=1S/C31H48O9/c1-7-17-15(2)27(36)40-25(17)26(39-16(3)32)30(6,37)24-9-11-31(38)19-12-21(33)20-13-22(34)23(35)14-28(20,4)18(19)8-10-29(24,31)5/h12,15,17-18,20,22-27,34-38H,7-11,13-14H2,1-6H3/t15-,17+,18+,20+,22-,23+,24+,25+,26-,27-,28-,29-,30-,31-/m1/s1 |
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| HR-MS | | | ES-MS m/z | 599.3 [M+35] - , 563.3 [M-1] - | | CI-MS (NH3) m/z | |
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| CDCl3 | | 01 | 36.76 | | 02 | 67.74 | | 03 | 67.36 | | 04 | 31.44 | | 05 | 50.00 | | 06 | 201.5 | | 07 | 121.82 | | 08 | 165.8 | | 09 | 33.76 | | 10 | 38.19 | | 11 | 20.41 | | 12 | 31.03 | | 13 | 47.5 | | 14 | 85.16 | | 15 | 31.51 | | 16 | 20.73 | | 17 | 48.81 | | 18 | 17.67 | | 19 | 23.88 | | 20 | 76.6 | | 21 | 22.36 | | 22 | 80.33 | | 23 | 81.20 | | 24 | 46.63 | | 25 | 41.48 | | 26 | 104.50 | | 27 | 11.32 | | 28 | 20.79 | | 29 | 12.71 | | AcO | 171.18, 21.05 |
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| CDCl3 | | 01-Ha | 1.89 | | 01-He | 1.39 | | 02-Ha | 3.89 (w1/2 = 21) | | 03-He | 4.04 (w1/2 = 10) | | 04-Ha | 1.84 | | 04-He | 1.62 | | 05-H | 2.43 | | 07-H | 5.86 | | 09-H | 2.99 (br, t, 7.8) | | 11-Ha | 1.77 | | 11-He | 1.65 | | 12-Ha | 2.07 | | 12-He | 1.89 | | 15-Ha | 2.04 | | 15-Hb | 1.57 | | 16-Ha | 2.03 | | 16-Hb | 1.96 | | 17-H | 2.88 | | 18-Me | 0.85 | | 19-Me | 0.98 | | 21-Me | 1.31 | | 22-H | 4.90 (d, 8.5) | | 23-H | 3.81 (dd, 8.6, 6.7) | | 24-H | 2.10 | | 25-H | 2.24 | | 26-H | 5.10 (d, 1.5) | | 27-Me | 0.91 (d, 7.8) | | 28-Ha | 1.42 | | 28-Hb | 1.39 | | 29-Me | 0.90 (t, 7.3) | | MeCO | 2.11 |
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| M.P. | - °C ; | | [α]D20 | +- ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | 3457, 2922, 2879, 1729, 1650, 1462, 1383, 1022, 872 | | UV (EtOH) λ max (log ε) | () ; |
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Permanent link to this datasheet: AJUGACETALSTERONE B
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