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

FDA UNII

1CW26VCP4H

cimigenol xyloside is a natural product found in Actaea pachypoda, Actaea dahurica, and other organisms with data available.

1 2D Structure

2D Structure

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

1CW26VCP4H

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

2007-06-18

3 Chemical and Physical Properties

Molecular Formula	C₃₅H₅₆O₉
Molecular Weight	620.8 g/mol
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 Å²
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

Cimigenoside

Cimigenoside

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