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Year of first isolation: |
2005 |
| Formula: | C29H44O9 |
| Molecular weight: | 536 |
| Occurence in plants: |
Cyathula officinalis [Asteraceae] »  ![Wikipedia: Cyathula officinalis [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC1C(=O)OC(C1(CC(C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)O)O)C | 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@](C)([C@@H](C[C@@]1([C@H](OC(=O)[C@H]1C)C)O)O)O)O)C)C » 
| | IUPAC Name | (3S,4R,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-4-hydroxy-3,5-dimethyloxolan-2-one | | CAS-RN | | | PubChem CID | 152754947 | InChiKey
[ ChemIDPlus: search ] | ZKNPXOVFUBFLFN-YRBVYONXSA-N | | InChI | InChI=1S/C29H44O9/c1-14-24(34)38-15(2)28(14,36)13-23(33)27(5,35)22-7-9-29(37)17-10-19(30)18-11-20(31)21(32)12-25(18,3)16(17)6-8-26(22,29)4/h10,14-16,18,20-23,31-33,35-37H,6-9,11-13H2,1-5H3/t14-,15-,16+,18+,20-,21+,22+,23-,25-,26-,27-,28-,29-/m1/s1 |
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| ESI-MS m/z | 535 [M-H]? , 1071 [2M-H]? (negative mode); 559 [M+Na]+, 1095 [2M+Na]+ (positive mode) | | EI-MS 70eV m/z (relative intensity %) | 500 [M-2H2O], 482 [M-3H2O], 363 (3), 345 (8), 327 (12), 301 (7), 105 (9), 91 (12), 83 (9), 81 (10), 79 (8), 55 (23), 43 (100), 40 (61), 29 (49) | | HR-ESIMS (negative mode) | 559.2884 [M+Na]+ calc. for C29H44O9Na 559.2883
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| C5D5N | | 01 | 38.4 (t) | | 02 | 67.8 (d) | | 03 | 67.8 (d) | | 04 | 32.1 (t) | | 05 | 51.5 (d) | | 06 | 203.2 (s) | | 07 | 121.6 (d) | | 08 | 165.5 (s) | | 09 | 34.4 (d) | | 10 | 37.2 (s) | | 11 | 20.8 (t) | | 12 | 31.8 (t) | | 13 | 48.0 (s) | | 14 | 83.9 (s) | | 15 | 31.6 (t) | | 16 | 21.2 (t) | | 17 | 49.7 (d) | | 18 | 17.6 (q) | | 19 | 24.2 (q) | | 20 | 76.4 (s) | | 21 | 20.7 (q) | | 22 | 73.3 (d) | | 23 | 37.8 (t) | | 24 | 78.9 (s) | | 25 | 45.6 (d) | | 26 | 178.3 (s) | | 27 | 8.9 (q) | | 28 | 82.1 (d) | | 29 | 12.8 (q) |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | 4.20 (m) | | 03-He | 4.26 (br, s) | | 04-Ha | | | 04-He | | | 05-H | 3.04 (dd, 3.6, 13.2) | | 07-H | 6.30 (d, 2.4) | | 09-H | 3.60 (br, s) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | 2.63 (dt, 12.6, 4.2) | | 14-H | | | 15-Ha | | | 15-Hb | | | 16-Ha | 2.54 (q, 10.2) | | 16-Hb | | | 17-H | 2.90 (t, 9.0) | | 18-Me | 1.25 (s) | | 19-Me | 1.08 (s) | | 21-Me | 1.61 (s) | | 22-H | 4.28 (d, 10.8) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | 3.14 (q, 7.2) | | 27-Me | 1.57 (d, 7.2) | | 28-H | 4.59 (q, 6.6) | | 29-Me | 1.58 (d, 6.6) |
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| M.P. | 181-183 °C ; | | [α]D25 | + 36.3 ° (c 0.16 ; MeOH) | | IR (KBr) ν max (cm-1) | 3436, 1755.9, 1646 | | UV (MeOH) λ max (log ε) | 243 (3.99) ; |
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Permanent link to this datasheet: 24-HYDROXYCYASTERONE
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