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Year of first isolation: |
1994 |
| Formula: | C28H42O2 |
| Molecular weight: | 410 |
| Occurence in plants: |
Calvatia cyathiformis [Fungi] »  ![Wikipedia: Calvatia cyathiformis [Fungi]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)C(C)C=CC(C)C1CCC2C1(CCC3C2=CC(=O)C4C3(CCC(=O)C4)C)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2(C(CC(=O)C1)C(=O)C=C1[C@@H]2CC[C@]2(C1CC[C@@H]2[C@H](C)/C=C/[C@@H](C(C)C)C)C)C » 
C1[C@]2([C@@H](CC(=O)C1)C(=O)C=C1[C@@H]2CC[C@]2([C@@H]1CC[C@@H]2[C@H](C)/C=C/[C@@H](C(C)C)C)C)C »
C1[C@]2([C@@H](CC(=O)C1)C(=O)C=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@H](C)/C=C/[C@@H](C(C)C)C)C)C »
C1[C@]2([C@H](CC(=O)C1)C(=O)C=C1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@H](C)/C=C/[C@@H](C(C)C)C)C)C »
C1[C@]2([C@H](CC(=O)C1)C(=O)C=C1[C@@H]2CC[C@]2([C@@H]1CC[C@@H]2[C@H](C)/C=C/[C@@H](C(C)C)C)C)C »
| | IUPAC Name | (5S,9R,10R,13R,14R,17R)-17-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-2,4,5,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-3,6-dione | | CAS-RN | | | PubChem CID | 70698238 | InChiKey
[ ChemIDPlus: search ] | AGFWEYQAOQMEEO-KRGQBHGKSA-N | | InChI | InChI=1S/C28H42O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-21-16-26(30)25-15-20(29)11-13-28(25,6)24(21)12-14-27(22,23)5/h7-8,16-19,22-25H,9-15H2,1-6H3/b8-7+/t18-,19+,22+,23-,24-,25+,27+,28+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 410.3193 [M]+ (C28H42O2 requires 410.3185) (14), 285 [M - C9H17]+ (12), 259 (23), 109 (43). | | HR-MS | |
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| CDCl3 | | 01 | 38.3 (t) | | 02 | 37.4 (t) | | 03 | 211.7 (s) | | 04 | 37.2 (t) | | 05 | 54.8 (d) | | 06 | 199.0 (s) | | 07 | 123.3 (d) | | 08 | 164.4 (s) | | 09 | 49.9 (d) | | 10 | 38.5 (s) | | 11 | 22.1 (t) | | 12 | 38.8 (t) | | 13 | 44.7 (s) | | 14 | 56.0 (d) | | 15 | 22.7 (t) | | 16 | 28.0 (t) | | 17 | 56.3 (d) | | 18 | 12.7 (q) | | 19 | 12.9 (q) | | 20 | 40.4 (d) | | 21 | 21.2 (q) | | 22 | 135.4 (d) | | 23 | 133.1 (d) | | 24 | 43.0 (d) | | 25 | 33.2 (d) | | 26 | 20.0 (q) | | 27 | 19.7 (q) | | 28 | 17.7 (q) |
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| CDCl3 | | 01-Ha | | | 01-He | | | 02-Ha | | | 02-He | | | 04-Ha | 2.56 (dd, 4.0, 15.5) | | 04-He | 2.60 (dd, 12.5, 15.5) | | 05-H | 2.66 (dd, 4.0, 12.5) | | 07-H | 5.78 (br t, 2.2) | | 09-H | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.65 (s) | | 19-Me | 1.07 (s) | | 20-H | | | 21-Me | 1.05 (d, 6.6) | | 22-H | 5.17 (dd, 7.7, 15.3) | | 23-H | 5.27 (dd, 7.8, 15.3) | | 24-H | | | 25-H | | | 26-Me | 0.83 (d, 6.8) | | 27-Me | 0.84 (d, 6.8) | | 28-Me | 0.92 (d, 6.8) |
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| M.P. | 200-203 °C ; | | [α]D25 | + 12 ? ° (c 0.17; CHCl3) | | IR (KBr) ν max (cm-1) | 1720 (CO), 1660 (CO) | | UV (MeOH) λ max (log ε) | 242 (4.45) ; |
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Permanent link to this datasheet: CYATHISTERONE
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