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Year of first isolation: |
2009 |
| Formula: | C29H44O8 |
| Molecular weight: | 520 |
| 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 | CCC1C(C(=O)OC(C1O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | CC[C@H]1[C@@H](C(=O)O[C@H]([C@@H]1O)[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)C » 
| | IUPAC Name | (3S,4S,5R,6R)-4-ethyl-5-hydroxy-6-[(1R)-1-hydroxy-1-[(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]ethyl]-3-methyloxan-2-one | | CAS-RN | | | PubChem CID | 101477047 | InChiKey
[ ChemIDPlus: search ] | WQUCWFQLILYXNA-HLLMZMHMSA-N | | InChI | InChI=1S/C29H44O8/c1-6-15-14(2)25(34)37-24(23(15)33)28(5,35)22-8-10-29(36)17-11-19(30)18-12-20(31)21(32)13-26(18,3)16(17)7-9-27(22,29)4/h11,14-16,18,20-24,31-33,35-36H,6-10,12-13H2,1-5H3/t14-,15-,16-,18-,20+,21-,22-,23+,24+,26+,27+,28+,29+/m0/s1 |
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| CI-MS (NH3) m/z | HR-ESIMS | | ESI-MS m/z (relative intensity %) | 543 [M+Na]+ (41), 521 [M+H]+ (11), 505 [M-CH3]+ (11.5), 503 [M+H-H2O]+ (100), 484 [M-2H2O]+ (9), 452 [M+H-3H2O-CH3]+ (15), 437 (24), 413 (23), 391 (37.5), 365 (17) |
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| CD3OD | | 01 | 37.5 | | 02 | 68.8 | | 03 | 68.7 | | 04 | 33.05 | | 05 | 52.0 | | 06 | 206.7 | | 07 | 122.0 | | 08 | 168.6 | | 09 | 35.3 | | 10 | 39.4 | | 11 | 21.65 | | 12 | 32.5 | | 13 | 48.9 | | 14 | 85.3 | | 15 | 31.8 | | 16 | 21.9 | | 17 | 50.7 | | 18 | 18.6 | | 19 | 24.5 | | 20 | 77.5 | | 21 | 21.68 | | 22 | 72.8 | | 23 | 81.4 | | 24 | 48.9 | | 25 | 41.4 | | 26 | 182.3 | | 27 | 15.45 | | 28 | 21.4 | | 29 | 12.0 |
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| CD3OD | | 01-Ha | 1.42 | | 01-He | 1.79 | | 02-Ha | 3.85 | | 03-He | 3.95 | | 04-Ha | 1.70 | | 04-He | 1.75 | | 05-H | 2.38 | | 07-H | 5.80 | | 09-H | 3.16 | | 11-Ha | 1.69 | | 11-He | 1.80 | | 12-Ha | 2.19 | | 12-He | 1.87 | | 15-Ha | 1.60 | | 15-Hb | 1.97 | | 16-Ha | 1.78 | | 16-Hb | 2.00 | | 17-H | 2.75 | | 18-Me | 0.89 | | 19-Me | 0.96 | | 21-Me | 1.315 (s) | | 22-H | 3.59 (d, 9.8) | | 23-H | 4.40 (dd, 10.0, 2.5) | | 24-H | 2.11 | | 25-H | 2.485 (qd, 7.5, 3.0) | | 27-Me | 1.29 (d, 7.6) | | 28-Ha | 1.27 | | 28-Hb | 1.90 | | 29-Me | 0.98 (t, 7.3) |
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| M.P. | °C ; | | [α]D25 | +17 ° (c 0.1; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 239.5 (3.931) ; |
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Permanent link to this datasheet: REPTANSLACTONE A
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