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Year of first isolation: |
2009 |
| Formula: | C30H48O8 |
| Molecular weight: | 536 |
| Occurence in plants: |
Ajuga reptans var. reptans [Lamiaceae (alt. Labiatae)] »  ![Wikipedia: Ajuga reptans var. reptans [Lamiaceae (alt. Labiatae)]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CCC1(CC(OC(C1C)OC)(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)O | 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]1O[C@@H]([C@H]([C@](C1)(CC)O)C)OC)O)O)C)C » 
CC[C@]1(C[C@@](O[C@@H]([C@H]1C)OC)([C@@](C)([C@H]2CC[C@@]3([C@@]2(CC[C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)C)O)O)O)O »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(1R)-1-[(2R,4R,5S,6S)-4-ethyl-2,4-dihydroxy-6-methoxy-5-methyloxan-2-yl]-1-hydroxyethyl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one (PubChem structure) | | CAS-RN | | | PubChem CID | 101477049 | InChiKey
[ ChemIDPlus: search ] | XQNZRCPIFDQCEV-FVMDOQFWSA-N | | InChI | InChI=1S/C30H48O9/c1-7-28(35)15-30(37,39-24(38-6)16(28)2)27(5,34)23-9-11-29(36)18-12-20(31)19-13-21(32)22(33)14-25(19,3)17(18)8-10-26(23,29)4/h12,16-17,19,21-24,32-37H,7-11,13-15H2,1-6H3/t16-,17+,19+,21-,22+,23+,24+,25-,26-,27-,28-,29-,30-/m1/s1 |
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| CI-MS (NH3) m/z | HR-ESIMS | | ESI-MS m/z (relative intensity %) | 560 [M+Na+H]+ (27), 559 [M+Na]+ (100), 537 [M+H]+ (25.5), 521 [M-CH3]+ (14), 519 [M+H-H2O]+ (26), 505 (19.5), 482 [M-3H2O]+ (18), 445 (20.7), 437 (16.5), 413 (27.9), 391 (7.5), 365 (37.9), 356 (14.8) |
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| CD3OD | | 01 | 37.5 | | 02 | 68.9 | | 03 | 68.7 | | 04 | 33.0 | | 05 | 52.0 | | 06 | 206.6 | | 07 | 122.3 | | 08 | 168.1 | | 09 | 35.2 | | 10 | 39.4 | | 11 | 21.65 | | 12 | 32.6 | | 13 | 48.6 | | 14 | 85.4 | | 15 | 31.9 | | 16 | 22.1 | | 17 | 50.7 | | 18 | 18.3 | | 19 | 24.5 | | 20 | 77.4 | | 21 | 21.84 | | 22 | 77.5 | | 23 | 36.8 | | 24 | 74.2 | | 25 | 49.2 | | 26 | 106.4 | | 27 | 8.8 | | 28 | 25.3 | | 29 | 7.5 | | 30 | 57.2 |
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| CD3OD | | 01-Ha | 1.43 | | 01-He | 1.80 | | 02-Ha | 3.84 | | 03-He | 3.95 | | 04-Ha | 1.70 | | 04-He | 1.75 | | 05-H | 2.39 | | 07-H | 5.81 | | 09-H | 3.16 | | 11-Ha | 1.70 | | 11-He | 1.81 | | 12-Ha | 2.17 | | 12-He | 1.85 | | 15-Ha | 1.63 | | 15-Hb | 2.00 | | 16-Ha | 1.81 | | 16-Hb | 2.01 | | 17-H | 2.50 | | 18-Me | 0.87 | | 19-Me | 0.97 | | 21-Me | 1.27 (s) | | 22-H | 3.26 (dd, 12.0, 1.2) | | 23-Ha | 1.2 (t, 12.4) | | 23-He | 2.02 | | 25-H | 1.53 | | 26-H | 4.13 (d, 8.9) | | 27-Me | 0.92 (d, 7.0) | | 28-Ha | 1.52 | | 28-Hb | 1.57 | | 29-Me | 0.933 (t, 7.4) | | 30-OMe | 3.50 (s) |
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| M.P. | 253-255 °C ; | | [α]D28 | + 22 ° (c 0.1; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 240 (3.62) ; |
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Permanent link to this datasheet: SENDREISTERONE
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