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Year of first isolation: |
1968 |
| Formula: | C27H44O6 |
| Molecular weight: | 464 |
| Occurence in plants: |
Podocarpus nakaii [Podocarpaceae] »  ![Wikipedia: Podocarpus nakaii [Podocarpaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)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](CCC(C)C)O)O)O)C)C » 
| | IUPAC Name | (2R,3S,5R,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-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 | 19338-77-3 | | PubChem CID | 12314451 | InChiKey
[ ChemIDPlus: search ] | PJYYBCXMCWDUAZ-VNHCOKMVSA-N | | InChI | InChI=1S/C27H44O6/c1-15(2)6-7-23(31)26(5,32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,3)16(17)8-10-25(22,27)4/h12,15-16,18,20-23,29-33H,6-11,13-14H2,1-5H3/t16-,18-,20-,21+,22-,23+,24+,25+,26+,27+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | | | 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 | |
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| C5D5N | | 01-Ha | | | 01-Hb | | | 02-Ha | | | 03-He | | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 1.17 | | 19-Me | 1.11 | | 21-Me | 1.54 | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.82 (d, 6) | | 27-Me | 0.82 (d, 6) |
| CDCl3 (2,3,22-tri-OAc) | | 01-Ha | | | 01-Hb | | | 02-Ha | 5.25 (w1/2 = 7.5) | | 03-He | 5.18 (w1/2 = 20) | | 04-Ha | | | 04-He | | | 05-H | | | 07-H | | | 09-Ha | | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | | | 18-Me | 0.83 | | 19-Me | 0.93 | | 21-Me | 1.25 | | 22-H | 4.82 (dd, 4,8) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.88 (d, 6) | | 27-Me | 0.88 (d, 6) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3400 (OH), 1660 (cyclohexenone), 1630 | | UV (EtOH) λ max (log ε) | 241 (?), 320 (?) |
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| HPTLC | | | TLC | NP-TLC on silica gel : Rf 0.40 (CHCl3-EtOH 4:1); Rf 0.44 (CHCl3-EtOH 5:1); Rf 0.74 (CHCl3-EtOH-Me2CO 6:2:1); Rf 0.69 (CHCl3-MeOH-Me2CO 6:2:1); Rf 0.13 (CH2Cl2-EtOH-Me2CO 16:1:4); Rf 0.45 (CH2Cl2-MeOH-C6H6 25:5:3). | | GLC | | | HPLC | |
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Calliphora assay: 7-10% (20-hydroxyecdysone = 100%) |
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Permanent link to this datasheet: PONASTERONE B
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