|
|
|
|
Year of first isolation: |
2002 |
| Formula: | C27H44O7 |
| Molecular weight: | 480 |
| Occurence in plants: |
|
|
| Occurence in animals: |
Zoanthus sp. [Zoanthidae] »  ![Wikipedia: Zoanthus sp. [Zoanthidae]](/images/wikipedia.png)
|
|
| |
| Canonical SMILES | CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(C(C(C(C4)O)O)O)C)C)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | [C@@H]1([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@](C)([C@@H](CCC(C)C)O)O)O)C)C)O » 
| | IUPAC Name | (1S,2R,3R,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-1,2,3,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 11070877 | InChiKey
[ ChemIDPlus: search ] | IWDRHBXSOJSTLO-QEKQCLLNSA-N | | InChI | InChI=1S/C27H44O7/c1-14(2)6-7-21(30)26(5,33)20-9-11-27(34)16-12-18(28)17-13-19(29)22(31)23(32)25(17,4)15(16)8-10-24(20,27)3/h12,14-15,17,19-23,29-34H,6-11,13H2,1-5H3/t15-,17-,19+,20-,21+,22+,23+,24+,25+,26+,27+/m0/s1 |
| |
| EI-MS m/z (relative intensity %) | | | HR-FABMS (negative ion mode) m/z | 479.3007 [M - H] -, calc. for C27H43O7 479.3008 | | CI-MS (NH3) m/z | |
|
|
| C5D5N | | 01 | 77.7 | | 02 | 69.9 | | 03 | 72.1 | | 04 | 33.3 | | 05 | 48.0 | | 06 | 204.8 | | 07 | 123.3 | | 08 | 167.2 | | 09 | 36.4 | | 10 | 45.0 | | 11 | ? | | 12 | 33.6 | | 13 | 49.3 | | 14 | 85.7 | | 15 | 31.4 | | 16 | ? | | 17 | 51.7 | | 18 | 19.5 | | 19 | 22.9 | | 20 | 78.4 | | 21 | 23.0 | | 22 | 78.4 | | 23 | 29.8 | | 24 | 38.7 | | 25 | 31.4 | | 26 | 24.0 | | 27 | 24.9 |
|
| C5D5N | | 01-He | 4.30 (br, s) | | 02-Ha | 4.24 (br, s) | | 03-He | 4.30 (br, s) | | 04-Ha | | | 04-He | | | 05-H | 3.29 (br, d, ca. 2) | | 07-H | 6.27 (br, s) | | 09-H | 3.56 (m) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.90 (t, 8.7) | | 18-Me | 1.22 (s) | | 19-Me | 1.40 (s) | | 21-Me | 1.55 (s) | | 22-H | 3.79 (br, d, 9.7) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.79 (d, 6.2) | | 27-Me | 0.80 (d, 6.2) |
| CD3OD | | 01-He | 3.81 (br, s, w1/2 = 7) | | 02-Ha | 3.87 (br, t, 2.8) | | 03-He | 4.04 (br, s, w1/2 = 12) | | 04-Ha | | | 04-He | | | 05-H | 2.60 (dd, 12.3, 4.7) | | 07-H | 5.82 (d, 1.9) | | 09-H | 3.07 (m) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.36 (t, 8.3) | | 18-Me | 0.89 (s) | | 19-Me | 1.06 (s) | | 21-Me | 1.15 (s) | | 22-H | 3.32 | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.90 (d, 6.8) | | 27-Me | 0.91 (d, 6.8) |
|
| |
| M.P. | - °C ; | | [α]D20 | ? ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | 3422, 2926, 1654, 1458, 1375, 1120, 1063 | | UV (EtOH) λ max (log ε) | - (-) ; |
| |
| |
| |
| |
Permanent link to this datasheet: ZOANTHUSTERONE
|
|
