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Year of first isolation: |
2007 |
| Formula: | C35H52O13 |
| Molecular weight: | 680 |
| 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 | CC1C(C(OC1=O)C)CC(=O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)(C(=O)CC1[C@H](C)C(=O)O[C@@H]1C)O)O)C)C » 
| | IUPAC Name | (3S,4S,5R)-4-[(3R)-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-3,14-dihydroxy-10,13-dimethyl-6-oxo-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-3-hydroxy-2-oxobutyl]-3,5-dimethyloxolan-2-one | | CAS-RN | | | PubChem CID | 102402814 | InChiKey
[ ChemIDPlus: search ] | GKRRLQHVGFYNKQ-NGTSSWSNSA-N | | InChI | InChI=1S/C35H52O13/c1-15-17(16(2)46-30(15)43)10-26(39)34(5,44)25-7-9-35(45)19-11-21(37)20-12-22(38)23(13-32(20,3)18(19)6-8-33(25,35)4)47-31-29(42)28(41)27(40)24(14-36)48-31/h11,15-18,20,22-25,27-29,31,36,38,40-42,44-45H,6-10,12-14H2,1-5H3/t15-,16+,17-,18-,20-,22+,23-,24+,25-,27+,28-,29+,31+,32+,33+,34+,35+/m0/s1 |
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| HR-MS | | | ES-MS m/z | 703.3 [M+23] +, 715.3 [M+35] - | | CI-MS (NH3) m/z | |
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| C5D5N | | 01 | 35.95 | | 02 | 75.71 | | 03 | 64.56 | | 04 | 31.20 | | 05 | 51.29 | | 06 | 202.90 | | 07 | 121.97 | | 08 | 165.36 | | 09 | 34.29 | | 10 | 38.70 | | 11 | 20.79 | | 12 | 31.86 | | 13 | 48.01 | | 14 | 83.89 | | 15 | 31.71 | | 16 | 21.53 | | 17 | 51.56 | | 18 | 17.62 | | 19 | 24.12 | | 20 | 81.28 | | 21 | 25.54 | | 22 | 215.04 | | 23 | 39.11 | | 24 | 45.95 | | 25 | 42.08 | | 26 | 178.56 | | 27 | 14.68 | | 28 | 79.79 | | 29 | 19.86 | | [sugar] 1' | 101.67 | | [sugar] 2' | 75.44 | | [sugar] 3' | 78.60 | | [sugar] 4' | 71.51 | | [sugar] 5' | 78.74 | | [sugar] 6' | 62.62 |
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| C5D5N | | 01-Ha | 1.95 (t, 12.9) | | 01-He | 2.20 | | 02-Ha | 4.27 (br, d, 11.0) | | 03-He | 4.35 (br, s) | | 04-Ha | 1.77 | | 04-He | 2.06 (dt, 14.4, 3.9) | | 05-H | 2.95 (dd, 13.5, 4.0) | | 07-H | 6.22 (d, 2.2) | | 09-H | 3.50 (br, t, 8.0) | | 11-Ha | 1.77 | | 11-He | 1.62 | | 12-Ha | 2.55 (td, 13.3, 4.6) | | 12-He | 1.90 | | 15-Ha | 2.13 | | 15-Hb | 1.88 | | 16-Ha | 2.17 | | 16-Hb | 1.88 | | 17-H | 3.18 (t, 8.0) | | 18-Me | 1.09 (s) | | 19-Me | 0.99 (s) | | 21-Me | 1.66 (s) | | 23-Ha | 3.13 (dd, 18.5, 5.8) | | 23-Hb | 3.19 (dd, 18.5, 5.6) | | 25-H | 2.48 (dq, 11.0, 7.0) | | 27-Me | 1.26 (d, 7.0) | | 28-H | 4.22 (dq, 8.8, 6.1) | | 29-Me | 1.33 (t, 6.1) | | [sugar] 1'-H | 4.98 (d, 8.0) | | [sugar] 2'-H | 4.05 (dd, 8.8, 8.0) | | [sugar] 3'-H | 4.24 | | [sugar] 4'-H | 4.25 | | [sugar] 5'-H | 3.96 (ddd, 9.0, 5.1, 2.4) | | [sugar] 6'-H | 4.38 (dd, 11.7, 5.2) | | [sugar] 6''-H | 4.53 (dd, 11.7, 2.4) |
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| M.P. | - °C ; | | [α]D20 | +- ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | 3481, 2867, 2915, 1742, 1711, 1657, 1444, 1036, 878 | | UV (EtOH) λ max (log ε) | () ; |
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Permanent link to this datasheet: 22-DEHYDROCYASTERONE 2-GLUCOSIDE
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