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Year of first isolation: |
2007 |
| Formula: | C33H54O12 |
| Molecular weight: | 642 |
| Occurence in plants: |
Sida rhombifolia [Malvaceae] »  ![Wikipedia: Sida rhombifolia [Malvaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC(C)C(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)OC5C(C(C(C(O5)CO)O)O)O)O)C)C)O)O)O)O | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@@H](C[C@H]([C@H]1O)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@H]2[C@](C)([C@H](O)C[C@@H](C(C)C)O)O)O)C)C » 
(pterosterone »
3-glucoside »
[24S]) »
| | IUPAC Name | (2S,3R,5R,9R,10R,13R,14S,17S)-2,14-dihydroxy-10,13-dimethyl-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-[(2R,3R,5R)-2,3,5-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 102393300 | InChiKey
[ ChemIDPlus: search ] | SXUOGSUSSZGLRG-KHIRMCSPSA-N | | InChI | InChI=1S/C33H54O12/c1-15(2)19(35)12-25(38)32(5,42)24-7-9-33(43)17-10-20(36)18-11-22(44-29-28(41)27(40)26(39)23(14-34)45-29)21(37)13-30(18,3)16(17)6-8-31(24,33)4/h10,15-16,18-19,21-29,34-35,37-43H,6-9,11-14H2,1-5H3/t16-,18-,19+,21-,22+,23+,24-,25+,26+,27-,28+,29+,30+,31+,32+,33+/m0/s1 |
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| EI-MS m/z (relative intensity %) | | | HR-ESI-MS | 665.3568 [M+Na]+ (calc. 665.3513 for [C33H54O12Na]+) | | CI-MS (NH3) m/z | |
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| C5D5N | | 01 | 38.9 | | 02 | 67.4 | | 03 | 77.3 | | 04 | 30.4 | | 05 | 51.3 | | 06 | 203.3 | | 07 | 121.6 | | 08 | 166.5 | | 09 | 34.2 | | 10 | 38.6 | | 11 | 21.0 | | 12 | 31.7 | | 13 | 48.0 | | 14 | 84.1 | | 15 | 31.9 | | 16 | 21.5 | | 17 | 49.9 | | 18 | 17.9 | | 19 | 24.0 | | 20 | 76.7 | | 21 | 21.7 | | 22 | 77.6 | | 23 | 35.8 | | 24 | 76.7 | | 25 | 33.9 | | 26 | 16.9 | | 27 | 19.6 | | [sugar] 1' | 103.9 | | [sugar] 2' | 74.7 | | [sugar] 3' | 78.5 | | [sugar] 4' | 71.5 | | [sugar] 5' | 78.4 | | [sugar] 6' | 62.4 |
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| C5D5N | | 01-Ha | 1.72-1.78 | | 01-He | 2.01-2.06 | | 02-Ha | 4.12-4.14 | | 03-He | 4.30 (br, s) | | 04-Ha | 1.66-1.69 | | 04-He | 2.19-2.23 | | 05-H | 2.91-2.94 | | 07-H | 6.22 (s) | | 09-H | 3.54 (br, s) | | 11-Ha | 1.78-1.80 | | 11-He | 1.89 (t, 12.0) | | 12-Ha | 2.56-2.58 | | 12-He | 1.92-1.98 | | 15-Ha | 2.01-2.09 | | 15-Hb | 2.53-2.56 | | 16-Ha | 2.45 (br, s) | | 16-Hb | 2.48 (br, s) | | 17-H | 2.89-2.91 | | 18-Me | 1.18 (s) | | 19-Me | 0.86 (s) | | 20-H | 2.09-2.13 | | 21-Me | 1.58 (s) | | 22-H | 4.12-4.14 | | 23-Ha | 1.98-2.01 | | 23-Hb | 2.06-2.09 | | 24-H | 3.95 (q, 4) | | 25-H | 1.69-1.78 | | 26-Me | 1.02 (d, 6.4) | | 27-Me | 1.02 (d, 6.4) | | [sugar] 1' | 4.91 (d, 7.6) | | [sugar] 2' | 4.03 (t, 8.0) | | [sugar] 3' | 3.91 (br, s) | | [sugar] 4' | 4.22 (m) | | [sugar] 5' | 4.21 (m) | | [sugar] 6' | 4.33 (m) | | [sugar] 6'' | 4.52 (d, 11.6) |
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| M.P. | °C ; | | [α]D20 | + 29.1 (c 3.27; pyridine) | | UV (MeOH) λ max (ε) | 250 (4832) ; | | IR (NaCl) ν max (cm-1) | 3379, 1648, 1374, 1169, 1074, 1025 |
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Permanent link to this datasheet: PTEROSTERONE 3-O-β-D-GLUCOPYRANOSIDE
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