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Year of first isolation: |
2009 |
| Formula: | C29H44O9 |
| 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 | CCC1C(C(=O)OC1C(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | CC[C@@H]1[C@@H](C(=O)O[C@@H]1[C@H]([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)C » 
| | IUPAC Name | (3S,4R,5S)-5-[(1R,2R)-1,2-dihydroxy-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]-4-ethyl-3-methyloxolan-2-one | | CAS-RN | | | PubChem CID | 101477048 | InChiKey
[ ChemIDPlus: search ] | QHMFBDXCUNQLMU-DCLAVJNQSA-N | | InChI | InChI=1S/C29H44O8/c1-6-15-14(2)25(34)37-23(15)24(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 %) | |
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| CD3OD | | 01 | 37.5 | | 02 | 68.8 | | 03 | 68.7 | | 04 | 33.0 | | 05 | 52.0 | | 06 | 206.8 | | 07 | 122.0 | | 08 | 168.6 | | 09 | 35.3 | | 10 | 39.4 | | 11 | 21.7 | | 12 | 32.5 | | 13 | 48.9 | | 14 | 85.2 | | 15 | 31.8 | | 16 | 22.0 | | 17 | 50.7 | | 18 | 18.7 | | 19 | 24.5 | | 20 | 77.4 | | 21 | 21.5 | | 22 | 72.9 | | 23 | 87.2 | | 24 | 81.2 | | 25 | 44.3 | | 26 | 180.2 | | 27 | 9.4 | | 28 | 28.2 | | 29 | 8.4 |
| C5D5N | | 01 | 38.4 | | 02 | 68.5 | | 03 | 68.5 | | 04 | 33.0 | | 05 | 51.9 | | 06 | 204.0 | | 07 | 121.6 | | 08 | 167.2 | | 09 | 34.9 | | 10 | 39.0 | | 11 | 21.5 | | 12 | 32.3 | | 13 | 48.6 | | 14 | 84.4 | | 15 | 32.0 | | 16 | 22.1 | | 17 | 50.4 | | 18 | 18.8 | | 19 | 24.9 | | 20 | 76.8 | | 21 | 22.2 | | 22 | 72.5 | | 23 | 87.5 | | 24 | 80.6 | | 25 | 43.9 | | 26 | 178.6 | | 27 | 9.9 | | 28 | 28.3 | | 29 | 9.1 |
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| CD3OD | | 01-Ha | 1.42 | | 01-He | 1.79 | | 02-Ha | 3.86 | | 03-He | 3.95 | | 04-Ha | 1.70 | | 04-He | 1.75 | | 05-H | 2.37 | | 07-H | 5.79 | | 09-H | 3.17 | | 11-Ha | 1.68 | | 11-He | 1.80 | | 12-Ha | 2.20 | | 12-He | 1.88 | | 14-OH | 6.38 | | 15-Ha | 1.58 | | 15-Hb | 1.96 | | 16-Ha | 1.71 | | 16-Hb | 2.00 | | 17-H | 2.73 | | 18-Me | 0.89 | | 19-Me | 0.96 | | 21-Me | 1.33 (s) | | 22-H | 3.54 (d, 9.7) | | 22-OH | 6.88 (s) | | 23-H | 4.14 (d, 9.7) | | 24-OH | 6.49 (s) | | 25-H | 2.605 (q, 7.3) | | 27-Me | 1.18 (d, 7.3) | | 28-Ha | 1.73 | | 28-Hb | 1.93 | | 29-Me | 1.04 (t, 7.3) |
| C5D5N | | 01-Ha | 1.97 | | 01-He | 2.18 | | 02-Ha | 4.31 | | 03-He | 4.31 | | 04-Ha | 1.94 | | 04-He | 2.14 | | 05-H | 3.08 | | 07-H | 6.31 | | 09-H | 3.68 | | 11-Ha | 1.73 | | 11-He | 1.85 | | 12-Ha | 2.73 | | 12-He | 2.00 | | 15-Ha | 1.95 | | 15-Hb | 2.20 | | 16-Ha | 2.17 | | 16-Hb | 2.49 | | 17-H | 3.54 | | 18-Me | 1.25 | | 19-Me | 1.11 | | 21-Me | 1.72 (S) | | 22-H | 4.12 (d, 9.5) | | 23-H | 4.81 (d, 9.5) | | 25-H | 2.90 (q, 7.2) | | 27-Me | 1.48 | | 28-Ha | 2.01 | | 28-Hb | 2.34 (dq, 14.4, 7.3) | | 29-Me | 1.35 (q, 7.3) |
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| M.P. | °C ; | | [α]D25 | + 3 ° (c 0.1; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 242 (3.5952) ; |
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Permanent link to this datasheet: REPTANSLACTONE B
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