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Year of first isolation: |
2015 |
| Formula: | C30H48O8 |
| Molecular weight: | 536 |
| Occurence in plants: |
Ajuga turkestanica [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga turkestanica [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | | 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]2[C@@H](C[C@]2([C@]1(CC[C@@H]2[C@]1(C)[C@@H](CCC(C)(C)O)OC(O1)(C)C)O)C)O)C » 
| | IUPAC Name | (2S,3R,5R,9R,10R,11R,13R,14S,17S)-2,3,11,14-tetrahydroxy-17-((4R,5R)-5-(3-hydroxy-3-methylbutyl)-2,2,4-trimethyl-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 ] | QGINLTGTQDHLBO-TVDJDKAKSA-N | | InChI | InChI=1S/C30H48O8/c1-25(2,35)10-9-23-29(7,38-26(3,4)37-23)22-8-11-30(36)17-13-18(31)16-12-19(32)20(33)14-27(16,5)24(17)21(34)15-28(22,30)6/h13,16,19-24,32-36H,8-12,14-15H2,1-7H3/t16-,19+,20-,21+,22-,23+,24+,27-,28+,29+,30+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | HRESI-MS | 559.32346 [M+Na]+, expected 559.32414 for C30H46O8Na | | ESI-MS m/z | 537 [M+H]+, 519 [MH - H2O]+, 483 [MH - 3H2O]+, 479 [MH - (CH3)2CO]+, 461 [MH - H2O - (CH3)2CO]+, 443 [MH - 2H2O - (CH3)2CO]+, 425 [MH - 3H2O - (CH3)2CO]+, 407 [MH - 4H2O - (CH3)2CO]+ |
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| D2O | | 01 | 39.3 | | 02 | 69.4 | | 03 | 69.4 | | 04 | 33.7 | | 05 | 53.6 | | 06 | * | | 07 | 124.0 | | 08 | 167.3 | | 09 | 43.4 | | 10 | 40.3 | | 11 | 70.3 | | 12 | 43.6 | | 13 | 49.4 | | 14 | 86.3 | | 15 | 32.3 | | 16 | 22.9 | | 17 | 51.3 | | 18 | 19.6 | | 19 | 25.4 | | 20 | 87.1 | | 21 | 23.1 | | 22 | 84.4 | | 23 | 25.5 | | 24 | 42.5 | | 25 | 72.2 | | 26 | 29.7 | | 27 | 30.0 | | CH3-a | 28.1 | | CH3-b | 30.2 |
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| D2O | | 01-Ha | 1.40 (t, 13) | | 01-He | 2.48 (dd, 13.1, 4) | | 02-Ha | 4.09 (m, w1/2 = 10) | | 03-He | 4.09 (m, w1/2 = 10) | | 04-Ha | 1.74 | | 04-He | 1.79 | | 05-H | 2.31 | | 07-H | 5.99 (d, 2.6) | | 09-H | 3.13 (dd, 8.8, 2.6) | | 11-Ha | 4.20 (m, w1/2 = 27) | | 12-Ha | 2.04 | | 12-He | 2.23 (dd, 12.7, 6.1) | | 15-Ha | 2.05 | | 15-Hb | 1.67 | | 16-Ha | 1.96 | | 16-Hb | 2.03 | | 17-H | 2.32 (m) | | 18-Me | 0.82 (s) | | 19-Me | 1.09 (s) | | 21-Me | 1.27 (s) | | 22-H | 3.87 (dd, 6.4, 4) | | 23-Ha | 1.58 | | 23-Hb | 1.58 | | 24-Ha | 1.58 | | 24-Hb | 1.71 | | 26-Me | 1.247 (s) | | 27-Me | 1.251 (s) | | CH3-a | 1.41 (s) | | CH3-b | 1.49 (s) |
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| M.P. | °C ; | | [α]D20 | ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | () ; |
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Permanent link to this datasheet: TURKESTERONE 20,22-ACETONIDE
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