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Year of first isolation: |
2010 |
| Formula: | C30H46O6 |
| Molecular weight: | 502 |
| Occurence in plants: |
Asparagus filicinus [Liliaceae] »  ![Wikipedia: Asparagus filicinus [Liliaceae]](/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)C5C4(CC(C(C5)O)O)C)C)CCC(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]2CC=C2[C@@]1(CC[C@@H]2[C@]1(C)[C@@H](CCC(C)(C)O)OC(O1)(C)C)C)C » 
| | IUPAC Name | 2S,3R,5R,9R,10R,14S,17S)-2,3-dihydroxy-17-[(4R,5R)-5-(3-hydroxy-3-methylbutyl)-2,2,4-trimethyl-1,3-dioxolan-4-yl]-10,14-dimethyl-1,2,3,4,5,9,11,15,16,17-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 46873731 | InChiKey
[ ChemIDPlus: search ] | RTPYWSOTVUDJLP-VDDLBORISA-N | | InChI | InChI=1S/C30H46O6/c1-26(2,34)12-11-25-30(7,36-27(3,4)35-25)19-10-13-28(5)17(19)8-9-18-20(28)14-22(31)21-15-23(32)24(33)16-29(18,21)6/h8,14,18-19,21,23-25,32-34H,9-13,15-16H2,1-7H3/t18-,19-,21-,23+,24-,25+,28-,29+,30+/m0/s1 |
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| HRESI-MS | 503.3372 [M+H]+, calculated for C29H47O6 503.3368 | | ESI-MS m/z | 503.4 [M+H]+, 445.3 [M+H-C3H6O]+, 427.3 [M+H-C3H6O-H2O]+ |
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| CDCl3 | | (CH3)2 | 29.0, 27.3 | | -C(CH3)2 | 106.6 | | 01 | 37.0 | | 02 | 67.7 | | 03 | 67.6 | | 04 | 31.2 | | 05 | 49.0 | | 06 | 202.6 | | 07 | 123.1 | | 08 | 173.9 | | 09 | 38.9 | | 10 | 39.9 | | 11 | 21.4 | | 12 | 120.8 | | 13 | 146.5 | | 14 | 48.4 | | 15 | 39.1 | | 16 | 25.6 | | 17 | 48.4 | | 18 | 25.2 | | 19 | 22.9 | | 20 | 84.2 | | 21 | 21.2 | | 22 | 81.0 | | 23 | 25.1 | | 24 | 41.4 | | 25 | 70.4 | | 26 | 29.6 | | 27 | 29.3 |
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| CDCl3 | | -C(CH3)2 | 1.45 (s), 1.36 (s) | | 01-Ha | 1.51 (t, 12) | | 01-He | 1.85 (d, 12) | | 02-Ha | 3.80 (m) | | 03-He | 4.06 (d, 2.5) | | 04-Ha | 1.66 (m) | | 04-He | 1.91 (m) | | 05-H | 2.42 (dd, 13.3, 4.2) | | 07-H | 2.94 (d, 2.7) | | 09-H | 2.59 (m) | | 11-Ha | 2.30 (m) | | 11-He | 2.01 (m) | | 12-H | 6.04 (m) | | 15-Ha | 1.95 (m) | | 15-Hb | 1.55 (m) | | 16-Ha | 1.84 (m) | | 16-Hb | 1.84 (m) | | 17-H | 2.80 (m) | | 18-Me | 1.16 (s) | | 19-Me | 0.97 (s) | | 21-Me | 1.24 (s) | | 22-H | 3.82 (m) | | 23-Ha | 1.68 (m) | | 23-Hb | 1.60 (m) | | 24-Ha | 1.78 (m) | | 24-Hb | 1.57 (m) | | 26-Me | 1.26 (s) | | 27-Me | 1.26 (s) |
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| M.P. | °C ; | | [α]D25 | - 9.5 ° (c 0.055; MeOH) | | IR (KBr) ν max (cm-1) | 3453 (OH), 2966, 2848, 1643 (unsaturated ketone), 1462, 1377 (gem dimethyl group), 1218, 1061 | | UV (EtOH) λ max (log ε) | () ; |
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Permanent link to this datasheet: STACHYSTERONE A 20,22-ACETONIDE
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