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Year of first isolation: |
2010 |
| Formula: | C33H50O11 |
| Molecular weight: | 622 |
| Occurence in plants: |
Brainea insignis [Blechnaceae] »  ![Wikipedia: Brainea insignis [Blechnaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)CCC(C(C)(C1CC=C2C1(CCC3=C2C(=O)C(=C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)O)C)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2(C(=C(C(=O)C3=C2CC[C@]2(C3=CC[C@@H]2[C@](C)([C@@H](CCC(C)C)O)O)C)O)C[C@H]([C@H]1O)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C » 
| | IUPAC Name | (2S,3R,10R,13R,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-2,6-dihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,11,12,16,17-octahydrocyclopenta[a]phenanthren-7-one | | CAS-RN | | | PubChem CID | 101514324 | InChiKey
[ ChemIDPlus: search ] | UVTRNQDEASOAEI-CRTQUAMDSA-N | | InChI | InChI=1S/C33H50O11/c1-15(2)6-9-23(36)33(5,42)22-8-7-16-24-17(10-11-31(16,22)3)32(4)13-19(35)20(12-18(32)25(37)27(24)39)43-30-29(41)28(40)26(38)21(14-34)44-30/h7,15,19-23,26,28-30,34-38,40-42H,6,8-14H2,1-5H3/t19-,20+,21+,22-,23+,26+,28-,29+,30+,31-,32+,33+/m0/s1 |
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| ESI-MS (positive) m/z | 645 [M+Na]+ | | ESI-MS (negative) m/z | 621 [M-H]-, 657 [M+Cl]- |
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| DMSO-d6 | | 01 | 41.0 | | 02 | 67.1 | | 03 | 79.2 | | 04 | 23.4 | | 05 | 131.5 | | 06 | 142.9 | | 07 | 179.5 | | 08 | 122.9 | | 09 | 163.7 | | 10 | 40.7 | | 11 | 23.8 | | 12 | 35.8 | | 13 | 46.2 | | 14 | 141.1 | | 15 | 125.9 | | 16 | 31.4 | | 17 | 54.5 | | 18 | 17.8 | | 19 | 27.1 | | 20 | 74.9 | | 21 | 20.1 | | 22 | 75.9 | | 23 | 29.0 | | 24 | 36.0 | | 25 | 27.5 | | 26 | 22.4 | | 27 | 22.7 | | [sugar] 1' | 101.3 | | [sugar] 2' | 73.4 | | [sugar] 3' | 76.4 | | [sugar] 4' | 69.9 | | [sugar] 5' | 76.8 | | [sugar] 6' | 61.0 |
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| DMSO-d6 | | 01-Ha | 2.32 (dd, 2.8, 14.0) | | 01-He | 1.30 (dd, 2.8, 14.0) | | 02-Ha | 4.04 (br, s) | | 03-He | 3.51 (ddd, 3.0, 4.4, 12.0) | | 04-Ha | 3.10 (dd, 4.4, 12.0) | | 04-He | 2.40 (t, 12.0) | | 05-H | - | | 07-H | - | | 09-H | - | | 11-Ha | 2.55 (m) | | 11-He | 2.53 (m) | | 12-Ha | 1.41 (m) | | 12-He | 2.16 (m) | | 15-H | 6.76 (br, s) | | 16-Ha | 2.10 (ddd, 3.0, 7.6, 16.0) | | 16-Hb | 2.62 (dd, 10.8, 16.0) | | 17-H | 1.82 (dd, 7.6, 10.8) | | 18-Me | 0.97 (s) | | 19-Me | 1.42 (s) | | 22-H | 3.17 (br d, 10.0) | | 23-Ha | 1.36 (m) | | 23-Hb | 1.10 (m) | | 24-Ha | 1.36 (m) | | 24-Hb | 1.12 (m) | | 25-H | 1.50 (m) | | 26-Me | 0.83 (d, 6.8) | | 27-Me | 0.84 (d, 6.8) | | [sugar] 1' | 4.29 (d, 7.6) | | [sugar] 2' | 3.00 (t, 8.4) | | [sugar] 3' | 3.16 (t, 8.4) | | [sugar] 4' | 3.05 (t, 8.4) | | [sugar] 5' | 3.08 (m) | | [sugar] 6'a | 3.62 (br, d, 11.6) | | [sugar] 6'b | 3.41 (dd, 5.2, 11.6) |
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| M.P. | °C ; | | [α]D20 | + 42.9 ° (c 0.24; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (EtOH) λ max (log ε) | 245 (3.99), 290 (3.77) |
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Permanent link to this datasheet: BRAINESTEROSIDE C
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