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Year of first isolation: |
1992 |
| Formula: | C28H44O7 |
| Molecular weight: | 492 |
| Occurence in plants: |
Lasiosphaera nipponica [Lasiosphaeriaceae] »  ![Wikipedia: Lasiosphaera nipponica [Lasiosphaeriaceae]](/images/wikipedia.png)
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| Occurence in animals: |
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| Canonical SMILES | CC12CCC(CC1C(=O)C=C3C2CCC4(C3(CCC4(C(C)(C=CC(C)(C(C)(C)O)O)O)O)O)C)O | 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@@]2([C@](C)(/C=C/C(C(C)(C)O)(C)O)O)O)O)C)C » 
C1[C@]2([C@H](C[C@H](C1)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@]2([C@](C)(/C=C/[C@@](C(C)(C)O)(C)O)O)O)O)C)C »
C1[C@]2([C@H](C[C@H](C1)O)C(=O)C=C1[C@@H]2CC[C@]2([C@]1(CC[C@@]2([C@](C)(/C=C/[C@](C(C)(C)O)(C)O)O)O)O)C)C »
| | IUPAC Name | (3S,5S,9R,10R,13S,14R,17R)-3,14,17-trihydroxy-10,13-dimethyl-17-[(E,2S,5R)-2,5,6-trihydroxy-5,6-dimethylhept-3-en-2-yl]-1,2,3,4,5,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-6-one | | CAS-RN | | | PubChem CID | 101618908 | InChiKey
[ ChemIDPlus: search ] | LXQDVNLTLOFXGQ-NCYBDCLTSA-N | | InChI | InChI=1S/C28H44O7/c1-22(2,31)25(5,32)11-12-26(6,33)28(35)14-13-27(34)19-16-21(30)20-15-17(29)7-9-23(20,3)18(19)8-10-24(27,28)4/h11-12,16-18,20,29,31-35H,7-10,13-15H2,1-6H3/b12-11+/t17-,18-,20+,23+,24-,25+,26-,27+,28+/m0/s1 |
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| CI-MS (NH3) m/z | | | EI-MS m/z (relative intensity %) | 456 [M-2H2O]+ (4.7), 420 [M-4H2O]+ (8.3), 402[M-5H2O]+ (6.0), 301 (10.0), 239 (11.7), 161 (17.3), 139 (24.9), 123 (100), 95 (58.2) | | HR-FAB-MS | [M+Na]+ 515.2971, for C28H44O7Na calculated 515.2985 | | FAB-MS m/z | 515 [M+Na]+, 493 [M+H]+ |
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| C5D5N | | 01 | 34.2 | | 02 | 31.5 | | 03 | 69.1 | | 04 | 35.6 | | 05 | 57.2 | | 06 | 202.2 | | 07 | 121.6 | | 08 | 164.9 | | 09 | 33.8 | | 10 | 36.7 | | 11 | 20.4 | | 12 | 26.7 | | 13 | 51.4 | | 14 | 86.3 | | 15 | 33.6 | | 16 | 31.9 | | 17 | 89.0 | | 18 | 20.5 | | 19 | 26.4 | | 20 | 78.0 | | 21 | 26.4 | | 22 | 136.2 | | 23 | 131.8 | | 24 | 77.4 | | 25 | 74.4 | | 26 | 25.9 | | 27 | 25.8 | | 28 | 23.5 |
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| C5D5N | | 01-Ha | 1.10 (td , 14.7, 3.4)* | | 01-He | 1.10 (td , 14.7, 3.4)* | | 02-Ha | 1.85 (m ) | | 02-He | 2.02 (m ) | | 03-Ha | 3.86 (tt, 11.8, 6.0) | | 04-Ha | 1.82 (m ) | | 04-He | 2.12 (m ) | | 05-H | 2.31 (dd, 13.4, 3.4) | | 07-H | 6.18 (d, 2.4) | | 09-Ha | 3.64 (ddd, 11.0, 5.0, 2.4) | | 11-Ha | 1.64 (m )* | | 11-He | 1.79 (m )* | | 12-Ha | 2.50 (m ) | | 12-He | 2.90 (m ) | | 15-Ha | 2.93 (m ) | | 15-Hb | 2.13 (m ) | | 16-Ha | 2.11 (m )* | | 16-Hb | 2.11 (m )* | | 18-Me | 1.22 (s ) | | 19-Me | 0.97 (s ) | | 21-Me | 1.81 (s ) | | 22-H | 6.68 (d, 16.1) | | 23-H | 6.63 (d, 16.1) | | 26-Me | 1.55 (s ) | | 27-Me | 1.60 (s ) | | 28-Me | 1.72 (s ) |
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| M.P. | 254-256 °C | | [α]D23 | + 171° (c 0.41; MeOH) | | IR (KBr) ν max (cm-1) | 3436 (OH), 1640 (C=O), 1456, 1372, 1159, 1058, 1000, 800 | | UV (MeOH) λ max (log ε) | 242 (4.28) |
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Permanent link to this datasheet: 3β,14α,17α,20,24,25-HEXAHYDROXY-5α-ERGOSTA-7,22-DIEN-6-ONE
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