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Year of first isolation: |
1970 |
| Formula: | C29H44O8 |
| Molecular weight: | 520 |
| Occurence in plants: |
Cyathula capitata [Amaranthaceae] »  ![Wikipedia: Cyathula capitata [Amaranthaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC1C(CC(OC1=O)C(C)(C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)O)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@](C)([C@@H]1OC(=O)C(C(C1)C(C)O)C)O)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@](C)([C@@H]1OC(=O)[C@@H]([C@@H](C1)C(C)O)C)O)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@](C)([C@@H]1OC(=O)[C@H]([C@@H](C1)C(C)O)C)O)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@](C)([C@@H]1OC(=O)[C@@H]([C@H](C1)C(C)O)C)O)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@](C)([C@@H]1OC(=O)[C@H]([C@H](C1)C(C)O)C)O)O)C)C »
| | IUPAC Name | (3S,4S,6R)-4-[(1R)-1-hydroxyethyl]-6-[(1R)-1-hydroxy-1-[(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]ethyl]-3-methyloxan-2-one | | CAS-RN | 27335-85-9 | | PubChem CID | 102004875 | InChiKey
[ ChemIDPlus: search ] | RPCTUYZLPGGPJD-YSEUJXISSA-N | | InChI | InChI=1S/C29H44O8/c1-14-16(15(2)30)10-24(37-25(14)34)28(5,35)23-7-9-29(36)18-11-20(31)19-12-21(32)22(33)13-26(19,3)17(18)6-8-27(23,29)4/h11,14-17,19,21-24,30,32-33,35-36H,6-10,12-13H2,1-5H3/t14-,15+,16-,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 502 (M-18)+, 363, 345, 327, 157, 139, 121 | | HR-MS | |
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| C5D5N | | 01 | | | 02 | | | 03 | | | 04 | | | 05 | | | 06 | | | 07 | | | 08 | | | 09 | | | 10 | | | 11 | | | 12 | | | 13 | | | 14 | | | 15 | | | 16 | | | 17 | | | 18 | | | 19 | | | 20 | | | 21 | | | 22 | | | 23 | | | 24 | | | 25 | | | 26 | | | 27 | | | 28 | | | 29 | |
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| CDCl3 (tri0Ac) | | 01-Ha | | | 02-Ha | 5.01 (ddd ) | | 03-He | 5.33 (ddd ) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 5.88 (d ) | | 09-Ha | 3.12 (ddd ) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.87 (s ) | | 19-Me | 1,03 (s ) | | 21-Me | 1.24 (s ) | | 22-H | 4.18 (dd ) | | 23-Ha | | | 24-Ha | | | 24-Hb | | | 26-Me | -- | | 27-Me | 1.28 (d ) | | 28-H | 5.11 (dq ) | | 29-Me | 1.27 (d ) |
| C5D5N (free form) | | 01-Ha | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | 6.16 (d ) | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.11 (s ) | | 19-Me | 1.05 (s ) | | 21-Me | 1.44 (s ) | | 22-H | | | 23-Ha | | | 24-Ha | | | 24-Hb | | | 26-Me | -- | | 27-Me | 1.35 (d ) | | 28-H | | | 29-Me | 1.24 (d ) |
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| M.P. | | | [α]D20 | +39 ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | 1710 (?-lactone), 1650 (cyclohexenone) | | UV (EtOH) λ max (log ε) | 244 (?) |
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Permanent link to this datasheet: PRECYASTERONE
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