Also known as:
27994-11-2, Cimigenol xyloside, Cimigoside, 1cw26vcp4h, Chebi:70246, (2s,3r,4s,5r)-2-[[(1s,2r,3s,4r,7r,9s,12r,14s,17r,18r,19r,21r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
Molecular Formula
C35H56O9
Molecular Weight
620.8 g/mol
InChI Key
BTPYUWOBZFGKAI-XYGBCAHESA-N
cimigenol xyloside is a natural product found in Actaea pachypoda, Actaea dahurica, and other organisms with data available.
2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,3R,4S,5R)-2-[[(1S,2R,3S,4R,7R,9S,12R,14S,17R,18R,19R,21R,22S)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
2.1.2 InChI
InChI=1S/C35H56O9/c1-17-14-19-26(30(4,5)40)44-35(43-19)25(17)31(6)12-13-34-16-33(34)11-10-22(42-27-24(38)23(37)18(36)15-41-27)29(2,3)20(33)8-9-21(34)32(31,7)28(35)39/h17-28,36-40H,8-16H2,1-7H3/t17-,18-,19-,20+,21+,22+,23+,24-,25-,26+,27+,28-,31-,32-,33-,34+,35+/m1/s1
2.1.3 InChI Key
BTPYUWOBZFGKAI-XYGBCAHESA-N
2.1.4 Canonical SMILES
CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CCC6C4(C3O)C)(C)C)OC8C(C(C(CO8)O)O)O)C)O2)C(C)(C)O
2.1.5 Isomeric SMILES
C[C@@H]1C[C@@H]2[C@H](O[C@]3([C@H]1[C@]4(CC[C@@]56C[C@@]57CC[C@@H](C([C@@H]7CC[C@H]6[C@@]4([C@H]3O)C)(C)C)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)C)O2)C(C)(C)O
2.2 Other Identifiers
2.2.1 UNII
2.3 Synonyms
2.3.1 MeSH Synonyms
1. Beta-d-xylopyranoside, (3beta,15alpha,16alpha,23r,24s)-16,23-16,24-diepoxy-15,25-dihydroxy-9,19-cyclolanostan-3-yl
2.3.2 Depositor-Supplied Synonyms
1. 27994-11-2
2. Cimigenol Xyloside
3. Cimigoside
4. 1cw26vcp4h
5. Chebi:70246
6. (2s,3r,4s,5r)-2-[[(1s,2r,3s,4r,7r,9s,12r,14s,17r,18r,19r,21r,22s)-2-hydroxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-9-yl]oxy]oxane-3,4,5-triol
7. Cimigenoside Xyloside
8. Unii-1cw26vcp4h
9. Cimigenol 3-beta-d-xylopyranoside
10. Cimicifugol Xyloside
11. Chembl218613
12. Dtxsid0033334
13. Cimigenol-3-o-beta-d-xylopyranoside
14. Zinc49942441
15. Akos030573698
16. .beta.-d-xylopyranoside, (3.beta.,15.alpha.,16.alpha.,23r,24s)-16,23:16,24-diepoxy-15,25-dihydroxy-9,19-cyclolanostan-3-yl
17. Beta-d-xylopyranoside, (3beta,15alpha,16alpha,23r,24s)-16,23:16,24-diepoxy-15,25-dihydroxy-9,19-cyclolanostan-3-yl
18. Cimigenol 3-o-.beta.-d-xylopyranoside
19. Q27138585
20. Cimigenol-3-o-.beta.-d-xyloside (24s) (constituent Of Black Cohosh) [dsc]
2.4 Create Date
3 Chemical and Physical Properties
| Molecular Weight |
620.8 g/mol |
| Molecular Formula |
C35H56O9
|
| XLogP3 | 3.7 |
|---|
| Hydrogen Bond Donor Count | 5 |
|---|
| Hydrogen Bond Acceptor Count | 9 |
|---|
| Rotatable Bond Count | 3 |
|---|
| Exact Mass | 620.39243336 g/mol |
|---|
| Monoisotopic Mass | 620.39243336 g/mol |
|---|
| Topological Polar Surface Area | 138 Ų |
|---|
| Heavy Atom Count | 44 |
|---|
| Formal Charge | 0 |
|---|
| Complexity | 1210 |
|---|
| Isotope Atom Count | 0 |
|---|
| Defined Atom Stereocenter Count | 17 |
|---|
| Undefined Atom Stereocenter Count | 0 |
|---|
| Defined Bond Stereocenter Count | 0 |
|---|
| Undefined Bond Stereocenter Count | 0 |
|---|
| Covalently Bonded Unit Count | 1 |
|---|
