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Year of first isolation: |
1989 |
| Formula: | C33H56O10 |
| Molecular weight: | 612 |
| Occurence in plants: |
Lilium tenuifolium [Liliaceae] »  ![Wikipedia: Lilium tenuifolium [Liliaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2CC(=O)C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@H](C[C@H](C1)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)CC1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)O)C)C » 
C1[C@]2([C@H](C[C@H](C1)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)C[C@H]1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)O)C)C »
C1[C@]2([C@H](C[C@H](C1)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)C[C@@H]1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)O)C)C »
| | IUPAC Name | (3S,5S,8R,9S,10R,13R,14R,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-14-hydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 14542294 | InChiKey
[ ChemIDPlus: search ] | KTYXGLHTBUYJCL-WLTPTRQKSA-N | | InChI | InChI=1S/C33H56O10/c1-17(2)6-7-25(36)32(5,40)24-10-13-33(41)20-15-22(35)21-14-18(8-11-30(21,3)19(20)9-12-31(24,33)4)42-29-28(39)27(38)26(37)23(16-34)43-29/h17-21,23-29,34,36-41H,6-16H2,1-5H3/t18-,19-,20+,21+,23+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) (pentaacetate) | 762 [M-AcOH]+ (1.3), 744 [M-AcOH-H2O]+ (3.5), 726 [M-AcOH-2H2O]+ (4.2), 659 (2), 616 (2.7), 457 (2.3), 415 (19), 397 (78), 379 (20), 331 (50), 299 (13), 269 (18), 242 (12), 205 (20), 169 (100), 157 (21),150 (23), 145 (18), 109 (45). | | SI-MS m/z | 433 [aglycone-OH]+, 415 [aglycone-OH-H2O]+, 397 [aglycone-OH-2H2O]+ |
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| C5D5N | | 01 | 37.0 a | | 02 | 27.1 | | 03 | 76.9 b | | 04 | 29.6 | | 05 | 56.4 | | 06 | 211.4 | | 07 | 42.8 | | 08 | 40.9 | | 09 | 46.7 | | 10 | 40.7 | | 11 | 21.2 c | | 12 | 33.0 d | | 13 | 48.8 | | 14 | 83.8 | | 15 | 32.4 d | | 16 | 21.6 c | | 17 | 50.2 | | 18 | 17.8 | | 19 | 12.8 | | 20 | 76.8 | | 21 | 21.3 | | 22 | 76.7 b | | 23 | 30.3 | | 24 | 37.2 a | | 25 | 28.2 | | 26 | 22.5 | | 27 | 23.2 | | s1' | 102.0 | | s2' | 75.4 | | s3' | 78.6 | | s4' | 71.9 | | s5' | 78.6 | | s6' | 63.0 |
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| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | | | 03-He | 3.94 (m, w1/2 = 28.4) | | 04-Ha | | | 04-He | | | 05-H | | | 07-Ha | 2.88 (dd, 12.7, 12.7) | | 07-He | 2.45 (dd, 12.7, 4.3) | | 08-H | 2.29 (ddd, 12.7, 12.7, 4.2) | | 09-Ha | 2.13 (ddd, 12.7, 12.7, 4.2) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.84 (t, 9.5) | | 18-Me | 1.34 (s ) | | 19-Me | 0.73 (s ) | | 21-Me | 1.56 (s ) | | 22-H | 3.79 (br d, 10.3) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.84 (d, 6.5) a | | 27-Me | 0.83 (d, 6.5) a | | H-1' | 5.04 (d, 7.7) | | H-2' | 4.04 (dd, 8.7, 7.7) | | H-3' | 4.28 (dd, 8.7, 8.7) | | H-4' | 4.22 (dd, 8.7, 8.7) | | H-5' | 4.00 (ddd, 8.7, 5.6, 2.2) | | H-6'a | 4.61 (dd, 11.7, 2.2) | | H-6'b | 4.39 (dd, 11.7, 5.6) |
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| M.P. | | | [α]D28 | -9.8 ° (c 0.54; MeOH) | | IR (KBr) ν max (cm-1) | 3420 (OH), 2950, 2870, 1695 (C=O), 1465, 1455, 1380, 1360, | | UV (EtOH) λ max (log ε) | 230sh (714), 279 (240), 316sh (159) |
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Permanent link to this datasheet: TENUIFOLIOSIDE A
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