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Year of first isolation: |
2003 |
| Formula: | C27H37O4N |
| Molecular weight: | 439 |
| Occurence in plants: |
Diploclisia glaucescens [Menispermaceae] »  ![Wikipedia: Diploclisia glaucescens [Menispermaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC1=C2CCC3(C2=C(CC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)N=C1CCC(C)(C)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]2Cc2c3[C@@]1(CCc3c(c(n2)CCC(C)(C)O)C)C)C » 
| | IUPAC Name | (1R,5R,7R,8S,10R,11R)-7,8-dihydroxy-15-(3-hydroxy-3-methylbutyl)-1,10,16-trimethyl-14-azapentacyclo[11.6.1.02,11.05,10.017,20]icosa-2,13(20),14,16-tetraen-4-one | | CAS-RN | | | PubChem CID | 101262935 | InChiKey
[ ChemIDPlus: search ] | ULPGFWCVEISNKT-VNLCIVOGSA-N | | InChI | InChI=1S/C27H37NO4/c1-14-15-6-9-26(4)17-11-21(29)18-12-22(30)23(31)13-27(18,5)16(17)10-20(24(15)26)28-19(14)7-8-25(2,3)32/h11,16,18,22-23,30-32H,6-10,12-13H2,1-5H3/t16-,18-,22+,23-,26+,27+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | FAB-HR-MS | 440.2837 [M+H, C27H38O4N requires 440.2801] | | FAB-MS m/z | 440 [MH] + |
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| CDCl3 | | 01 | 36.9 | | 02 | 67.6 | | 03 | 67.4 | | 04 | 31.1 | | 05 | 49.3 | | 06 | 202.0 | | 07 | 123.5 | | 08 | 171.7 | | 09 | 40.8 | | 10 | 40.3 | | 11 | 21.4 | | 12 | 158.6 | | 13 | 136.6 | | 14 | 47.1 | | 15 | 40.1 | | 16 | 31.9 | | 17 | 142.0 | | 18 | 26.3 | | 19 | 22.6 | | 20 | 130.2 | | 21 | 22.1 | | 22 | 155.2 | | 23 | 22.9 | | 24 | 44.4 | | 25 | 70.9 | | 26 | 27.6 | | 27 | 30.4 |
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| CDCl3 | | 01-Ha | 1.66 (dd, 13.7, 12.0) | | 01-He | 1.94 (dd, 13.7, 3.8) | | 02-Ha | 3.73 (ddd, 12.0, 3.8, 2.5) | | 03-He | 4.04 (ddd, 2.5) | | 04-Ha | 1.59 (ddd, 14.2, 13.4, 2.5) | | 04-He | 1.89 (dt, 14.2, 4.5, 2.5) | | 05-H | 2.48 (dd, 13.4, 4.5) | | 07-H | 6.04 (d, 2.7) | | 09-H | 2.67 (m) | | 11-Ha | 2.42 (dd, 14.4, 13.0) | | 11-He | 3.24 (dd (14.4, 4.0) | | 15-Ha | 2.12 (ddd 12.4, 11.0, 8.6) | | 15-Hb | 2.40 (dd 12.4, 7.0) | | 16-Ha | 2.86 (dd 16.5, 8.6) | | 16-Hb | 3.20 (ddd 16.5, 11.0, 7.0) | | 18-Me | 1.31 (s) | | 19-Me | 1.07 (s) | | 20-H | - | | 21-Me | 2.57 (s) | | 22-H | - | | 23-Ha | 2.72 (td 12.5, 5.9) | | 23-Hb | 2.92 (ddd 13.0, 12.5, 2.8) | | 24-Ha | 1.35 (m) | | 24-Hb | 1.77 (td 13.0, 5.9) | | 25-H | - | | 26-Me | 1.37 (s) | | 27-Me | 1.33 (s) |
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| M.P. | - °C ; | | [α]D20 | ? ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 215, 230, 275 (-) ; |
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Permanent link to this datasheet: DIPLOCLIDINE
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