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Year of first isolation: |
2002 |
| Formula: | C27H44O5 |
| Molecular weight: | 448 |
| Occurence in plants: |
Cyanotis arachnoidea [Commelinaceae] »  ![Wikipedia: Cyanotis arachnoidea [Commelinaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | | Isomeric SMILES
[ PubChem: search | XML ]
[ ChemSpider: search ] | C1[C@]2([C@H](C[C@H](C1)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 | (3S,5S,9R,10R,13R,14S,17S)-17-[(2R,3R)-2,3-dihydroxy-6-methylheptan-2-yl]-3,14-dihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 152743396 | InChiKey
[ ChemIDPlus: search ] | SLWGCLLVMYNVOQ-FMKAYLEOSA-N | | InChI | InChI=1S/C27H44O5/c1-16(2)6-7-23(30)26(5,31)22-10-13-27(32)19-15-21(29)20-14-17(28)8-11-24(20,3)18(19)9-12-25(22,27)4/h15-18,20,22-23,28,30-32H,6-14H2,1-5H3/t17-,18-,20+,22-,23+,24+,25+,26+,27+/m0/s1 |
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| HR-MS | | | EI-MS m/z (relative intensity %) | 449.2 (30.6), 431.3 (73.5), 430.9 (51.4), 413.3 (100), 314.8 (16.9), 302.9 (28.6, 297 (18.7), 188.8 (15.7), 151.4 (15.6) | | ESI-MS m/z | 449 [MH]+ |
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| C5D5N | | 01 | 37.3 | | 02 | 30.3 | | 03 | 70.1 | | 04 | 31.5 | | 05 | 53.9 | | 06 | 200.2 | | 07 | 122.9 | | 08 | 165.1 | | 09 | 46.6 | | 10 | 38.7 | | 11 | 21.1 | | 12 | 31.9 | | 13 | 47.9 | | 14 | 83.9 | | 15 | 31.7 | | 16 | 21.4 | | 17 | 50.1 | | 18 | 17.9 | | 19 | 13.1 | | 20 | 76.8 | | 21 | 21.6 | | 22 | 76.8 | | 23 | 30.0 | | 24 | 37.2 | | 25 | 28.2 | | 26 | 23.3 | | 27 | 22.4 |
| DMSO-d6 | | 01 | 36.3 | | 02 | 30.6 | | 03 | 68.7 | | 04 | 30.2 | | 05 | 52.8 | | 06 | 199.6 | | 07 | 121.6 | | 08 | 164.6 | | 09 | 45.4 | | 10 | 37.9 | | 11 | 20.1 | | 12 | 30.7 | | 13 | 46.6 | | 14 | 82.7 | | 15 | 30.3 | | 16 | 20.2 | | 17 | 48.7 | | 18 | 17.1 | | 19 | 12.6 | | 20 | 75.6 | | 21 | 20.9 | | 22 | 75.5 | | 23 | 29.1 | | 24 | 36.2 | | 25 | 27.5 | | 26 | 22.3 | | 27 | 23.1 |
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| C5D5N | | 01-Ha | | | 01-He | | | 02-Ha | | | 02-He | | | 03-He | 3.80 (m) | | 04-Ha | | | 04-He | | | 05-H | 2.21 (m) | | 07-H | 6.20 (br s) | | 09-H | 3.03 (ddd) | | 11-Ha | | | 11-He | | | 12-Ha | | | 12-He | | | 15-Ha | | | 15-Hb | | | 16-Ha | | | 16-Hb | | | 17-H | (m) | | 18-Me | 1.23 (s) | | 19-Me | 0.92 (s) | | 21-Me | 1.59 (s) | | 22-H | | | 23-Ha | | | 23-Hb | | | 24-Ha | | | 24-Hb | | | 25-H | | | 26-Me | 0.82 (d, 3.3) | | 27-Me | 0.82 (d, 3.3) |
| DMSO-d6 | | 01-Ha | 1.30 | | 01-He | 1.70 | | 02-Ha | 1.63 | | 02-Hb | 1.18 | | 03-Hb | 3.37 | | 04-Ha | 1.92 | | 04-Hb | 1.16 | | 05-H | 2.17 | | 07-H | 5.68 | | 09-H | 2.64 | | 11-Ha | 1.64 | | 11-Hb | 1.47 | | 12-Ha | 1.46 | | 12-Hb | 1.66 | | 15-Ha | 1.51 | | 15-Hb | 1.77 | | 16-Ha | 1.51 | | 16-Hb | 1.86 | | 17-H | 2.21 | | 18-Me | 0.76 | | 19-Me | 0.72 | | 21-Me | 1.04 | | 22-H | 3.13 | | 23-Ha | 1.37 | | 23-Hb | 1.07 | | 24-Ha | 1.37 | | 24-Hb | 1.14 | | 25-H | 1.50 | | 26-Me | 0.85 | | 27-Me | 0.86 |
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| M.P. | 272-274 °C ; | | [α]D20 | + 12.7 ° (c ; MeOH) | | IR (KBr) ν max (cm-1) | | | UV (MeOH) λ max (log ε) | 242.8 (-) ; |
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Permanent link to this datasheet: CYANOSTERONE A
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