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Year of first isolation: |
2009 |
| Formula: | C35H56O7 |
| Molecular weight: | 588 |
| Occurence in plants: |
Silene viridiflora [Caryophyllaceae] »  ![Wikipedia: Silene viridiflora [Caryophyllaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CCC(CC1C(OC(O1)(C)C)(C)C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC6C(C5)OC(O6)(C)C)C)C)O)C(C)(C)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@@H]3[C@H]1OC(O3)(C)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@]1(C)[C@H](OC(O1)(C)C)CC(C(C)(C)O)CC)O)C)C » 
C1[C@]2([C@@H](C[C@@H]3[C@H]1OC(O3)(C)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@]1(C)[C@H](OC(O1)(C)C)C[C@H](C(C)(C)O)CC)O)C)C »
C1[C@]2([C@@H](C[C@@H]3[C@H]1OC(O3)(C)C)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@]1(C)[C@H](OC(O1)(C)C)C[C@@H](C(C)(C)O)CC)O)C)C »
| | IUPAC Name | (1R,2R,4S,8R,10R,14S,17S,18R)-17-[(4R,5R)-5-[(2R)-2-ethyl-3-hydroxy-3-methylbutyl]-2,2,4-trimethyl-1,3-dioxolan-4-yl]-14-hydroxy-2,6,6,18-tetramethyl-5,7-dioxapentacyclo[11.7.0.02,10.04,8.014,18]icos-12-en-11-one | | CAS-RN | | | PubChem CID | 70686961 | InChiKey
[ ChemIDPlus: search ] | IRWSUZLZJGRFDN-OKPAJNHESA-N | | InChI | InChI=1S/C35H56O7/c1-11-20(29(2,3)37)16-28-34(10,42-31(6,7)41-28)27-13-15-35(38)22-17-24(36)23-18-25-26(40-30(4,5)39-25)19-32(23,8)21(22)12-14-33(27,35)9/h17,20-21,23,25-28,37-38H,11-16,18-19H2,1-10H3/t20-,21+,23+,25-,26+,27+,28-,32-,33-,34-,35-/m1/s1 |
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| HR-ESI-MS | 611.3913, calculated 611.3924 for C35H56O7Na+ | | ESI-MS m/z (relative intensity %) | 627 (42) [M+K]+, 612 (41) [M+H+Na]+, 611 (100) [M+Na]+, 588 (6.4) [M]+, 576 (55) [M+H+Na-2H2O]+, 563 (41), 545 (55), 531 (40) [M+H-Me2CO]+, 513 (42) [M+H-H2O-Me2CO]+, 495 (20) [M+H-2H2O-Me2CO]+, 473 (17) [M+H-2Me2CO]+, 455 (24) [M+H-H2O-2Me2CO]+, 437 (25) [M+H-2H2O-2Me2CO]+, 419 (56) [M+H-3H2O-2Me2CO]+, 391 (86), 381 (28), 338 (25), 333 (29) |
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| CD3OD | | 01 | 38.9 | | 02 | 73.8 | | 03 | 73.3 | | 04 | 27.8 | | 05 | 52.6 | | 06 | 205.8 | | 07 | 122.0 | | 08 | 167.0 | | 09 | 35.9 | | 10 | 39.0 | | 11 | 21.8 | | 12 | 32.5 | | 13 | 49.0 | | 14 | 85.4 | | 15 | 31.8 | | 16 | 22.7 | | 17 | 50.4 | | 18 | 17.8 | | 19 | 24.2 | | 20 | 86.1 | | 21 | 22.6 | | 22 | 81.5 | | 23 | 30.9 | | 24 | 50.0 | | 25 | 74.4 | | 26 | 26.8 | | 27 | 27.9 | | 28 | 25.3 | | 29 | 14.9 | | Me2C [2,3] | 108.1, 27.2, 29.7 | | Me2C [20,22] | 109.6, 26.8, 29.0 |
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| CD3OD | | 01-Ha | 1.23 (t, ~14.5) | | 01-He | 1.99 (d, ~15.0) | | 02-Ha | 4.27 (dt, 9.4, 5.0) | | 03-He | 4.30 (q, 4.0) | | 04-Ha | 1.91-2.01 (m) | | 04-He | 1.91-2.01 (m) | | 05-H | 2.245 (dd, 9.3, 8.2) | | 07-H | 5.80 (d, 2.5) | | 09-H | 2.935 (ddd, 11.7, 7.0, 2.5) | | 11-Ha | 1.65-1.70 (m) | | 11-He | 1.74-1.81 (m) | | 12-Ha | 2.105 (td, 13.0, 4.9) | | 12-He | 1.81-1.89 (m) | | 15-Ha | 1.58-1.67 (m) | | 15-Hb | 1.96-2.02 (m) | | 16-Ha | 1.83-1.90 (m) | | 16-Hb | 2.03-2.10 (m) | | 17-H | 2.304 (t, 8.9) | | 18-Me | 0.825 (s) | | 19-Me | 0.96 (s) | | 21-Me | 1.173 (s) | | 22-H | 3.834 (d, 10.0) | | 23-Ha | 1.16-1.25 (m) | | 23-Hb | 1.71-1.79 (m) | | 24-Ha | 1.45 (ddd, 12.5, 6.6, 3.0) | | 26-Me | 1.16 (s) | | 27-Me | 1.18 (s) | | 28-Ha | 1.18-1.24 (m) | | 28-Hb | 1.63-1.72 (m) | | 29-Me | 1.006 (t, 7.5) | | Me2C [2,3] | 1.325 (s); 1.39 (s) | | Me2C [20,22] | 1.320 (s); 1.47 (s) |
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| M.P. | °C ; | | [α]D25 | +65 ° (c 0.005; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 240 (3.4) |
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Permanent link to this datasheet: MAKISTERONE C 2,3;20,22-DIACETONIDE
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