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Year of first isolation: |
1994 |
| Formula: | C30H48O8 |
| Molecular weight: | 536 |
| Occurence in plants: |
Leuzea carthamoides [Asteraceae] »  ![Wikipedia: Leuzea carthamoides [Asteraceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC1(OC(C(O1)(C)C2CCC3(C2(CCC4C3=CC(=O)C5(C4(CC(C(C5)O)O)C)O)C)O)CCC(C)(C)O)C | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@](C[C@H]([C@H]1O)O)(C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@@]1([C@@H](CCC(C)(C)O)OC(O1)(C)C)C)O)C)O)C » 
| | IUPAC Name | (2S,3R,5S,9R,10R,13R,14S,17S)-2,3,5,14-tetrahydroxy-17-[(4R,5R)-5-(3-hydroxy-3-methylbutyl)-2,2,4-trimethyl-1,3-dioxolan-4-yl]-10,13-dimethyl-1,2,3,4,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 70689030 | InChiKey
[ ChemIDPlus: search ] | HZCBCWUIZCCMEB-HUSZLGJPSA-N | | InChI | InChI=1S/C30H48O8/c1-24(2,34)11-10-23-28(7,38-25(3,4)37-23)21-9-13-29(35)18-14-22(33)30(36)16-20(32)19(31)15-27(30,6)17(18)8-12-26(21,29)5/h14,17,19-21,23,31-32,34-36H,8-13,15-16H2,1-7H3/t17-,19-,20+,21-,23+,26+,27+,28+,29+,30+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 503 (1), 485 (1), 443 (2), 425 (2), 379 (20), 361 (2) | | FAB-MS m/z | 559 (M+Na)+ (40), 537 (M+H)+ (60), 520 (10), 479 (5), 461 (7), 443 (2), 425 (8) | | HR-MS | |
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| CD3OD | | 01 | 36.18 | | 02 | 70.22 | | 03 | 68.41 | | 04 | 34.19 | | 05 | 80.28 | | 06 | 202.35 | | 07 | 120.57 | | 08 | 167.16 | | 09 | 39.02 | | 10 | 45.37 | | 11 | 22.50 | | 12 | 32.40 | | 13 | 48.45 | | 14 | 85.10 | | 15 | 31.67 | | 16 | 22.38 | | 17 | 50.40 | | 18 | 17.68 | | 19 | 16.98 | | 20 | 85.83 | | 21 | 22.58 | | 22 | 83.31 | | 23 | 24.70 | | 24 | 42.21 | | 25 | 71.11 | | 26 | 29.50 | | 27 | 29.34 | | iPr-(20,22) | 108.02, 28.96, 27.18 |
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| Me2CO-d6 | | 01-Ha | | | 01-Hb | | | 02-Ha | 3.82 (m ) | | 03-He | 3.82 (m ) | | 04-Ha | | | 04-He | | | 07-H | 5.87 (d, 2.5) | | 09-Ha | 3.24 (ddd, 12.0, 7.0, 2.5) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | 2.37 (dd, 9.0, 8.5) | | 18-Me | 0.840 (s ) | | 19-Me | 0.871 (s ) | | 21-Me | 1.179 (s ) | | 22-H | 3.68 (dd, 7.0, 5.5) | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 26-Me | 1.179 (s ) | | 27-Me | 1.168 (s ) | | iPr-20,22 | 1.362 (s ), 1.297 (s ) |
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| M.P. | | | [α]D20 | | | IR (KBr) ν max (cm-1) | 3599, 3439 (OH), 1673 (enone), 1171, 1061 (dioxolane ring) | | UV (EtOH) λ max (log ε) | |
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| HPTLC | | | TLC | | | GLC | | | HPLC | Normal-phase (Separon SGX silica 7 ?m) (CH2Cl2-MeOH-H2O 88:11:1) |
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Permanent link to this datasheet: POLYPODINE B 20,22-ACETONIDE
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