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Year of first isolation: |
2018 |
| Formula: | C32H52O7 |
| Molecular weight: | 548 |
| Occurence in plants: |
Rhaponticum uniflorum [Asteraceae] »  ![Wikipedia: Rhaponticum uniflorum [Asteraceae]](/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(CC(C(C5)O)O)C)C)O)C(C)(C)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@]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]([C@H]1O)O)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]([C@H]1O)O)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 | (2S,3R,5R,9R,10R,13R,14S,17S)-17-[(4R,5R)-5-[(2R)-2-ethyl-3-hydroxy-3-methylbutyl]-2,2,4-trimethyl-1,3-dioxolan-4-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 70682716 | InChiKey
[ ChemIDPlus: search ] | BYODBFXLZYKGPR-RINJXUFZSA-N | | InChI | InChI=1S/C32H52O7/c1-9-18(27(2,3)36)14-26-31(8,39-28(4,5)38-26)25-11-13-32(37)20-15-22(33)21-16-23(34)24(35)17-29(21,6)19(20)10-12-30(25,32)7/h15,18-19,21,23-26,34-37H,9-14,16-17H2,1-8H3/t18-,19+,21+,23-,24+,25+,26-,29-,30-,31-,32-/m1/s1 |
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| HR-MS | | | CI-MS (NH3) m/z | | | ESI-MS m/z (relative intensity %) | 571 [M+Na]+, 549 [M+H]+ |
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| CD3OD | | 01 | 37.5 | | 02 | 68.8 | | 03 | 68.3 | | 04 | 32.8 | | 05 | 52.0 | | 06 | 206.2 | | 07 | 121.8 | | 08 | 167.5 | | 09 | 35.0 | | 10 | 39.5 | | 11 | 21.0 | | 12 | 32.3 | | 13 | 49.3 | | 14 | 85.4 | | 15 | 31.4 | | 16 | 21.4 | | 17 | 50.6 | | 18 | 18.2 | | 19 | 24.1 | | 20 | 86.0 | | 21 | 22.4 | | 22 | 81.7 | | 23 | 30.5 | | 24 | 50.1 | | 25 | 74.2 | | 26 | 26.0 | | 27 | 29.3 | | 28 | 25.7 | | 29 | 14.1 | | Acetonide | 27.0 (CH3), 29.1 (CH3), 108.2 (C) |
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| CD3OD | | 01-Ha | 1.43 (dd, 13.2, 12.0) | | 01-He | 1.85 (dd, 13.2, 4.4) | | 02-Ha | 3.82 (ddd, 12.0, 4.4, 2.8) | | 03-He | 4.18 (m) | | 04-Ha | 1.60-1.63 (m) | | 04-He | 1.72-1.73 (m) | | 05-H | 2.41 (dd; 12.2, 5.4) | | 07-H | 5.95 (d, 2.5) | | 09-H | 3.19 (ddd, 12/1, 7.0, 2.5) | | 11-Ha | 1.64-1.66 (m) | | 11-He | 1.80-1.82 (m) | | 12-Ha | 2.15 (ddd, 13.1, 12.8, 5.4) | | 12-He | 1.85-1.87 (m) | | 15-Ha | 1.53-1.55 (m) | | 15-Hb | 2.03-2.06 (m) | | 16-Ha | 1.98-2.00 (m) | | 16-Hb | 1.74)-1.75 (m) | | 17-H | 2.44 (m) | | 18-Me | 0.88 (s) | | 19-Me | 0.96 (s) | | 21-Me | 1.19 (s) | | 22-H | 3.95 (dd, 8.4, 3.0) | | 23-Ha | 1.12-1.17 (m) | | 23-Hb | 1.75-1.79 (m) | | 24-H | 1.47 (ddd, 12.3, 6.3, 2.8) | | 26-Me | 1.23 (s) | | 27-Me | 1.09 (s) | | 28-Ha | 1.24-127 (m) | | 28-Hb | 1.68-1.71 (m) | | 29-Me | 1.01 (t, 7.1) | | Methyls | 1.30 (s), 1.33 (s) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 242 nm () ; |
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Permanent link to this datasheet: MAKISTERONE C 20,22-ACETONIDE
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