Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C35H52O9 |
| Molecular Weight | 616.782 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 14 / 14 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@H](CC(=O)[C@@H]1OC1(C)C)[C@H]2C(=O)C[C@@]3(C)C4=CC[C@@H]5[C@]6(C[C@@]46[C@@H](O)C[C@]23C)CC[C@H](O[C@@H]7OC[C@@H](O)[C@H](O)[C@H]7O)C5(C)C
InChI
InChIKey=PYBFXJMIKJNNAJ-GLWILYKISA-N
InChI=1S/C35H52O9/c1-17(12-18(36)28-31(4,5)44-28)25-19(37)13-32(6)22-9-8-21-30(2,3)24(43-29-27(41)26(40)20(38)15-42-29)10-11-34(21)16-35(22,34)23(39)14-33(25,32)7/h9,17,20-21,23-29,38-41H,8,10-16H2,1-7H3/t17-,20-,21+,23+,24+,25+,26+,27-,28+,29+,32+,33-,34-,35+/m1/s1
| Molecular Formula | C35H52O9 |
| Molecular Weight | 616.782 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 14 / 14 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Cimicifugoside H1 is biogenetically key compounds of Cimicifugae Rhizoma. In China, the rhizomes of C. foetida L. are used to treat some symptoms, such as headache, toothache, mouth ulcers, and sore throat. Cimicifugoside H1 is a major constituent of Cimicifuga foetida L. extract with 23-epi-26-deoxyactein, cimigenolxyloside, and 25-O-acetylcimigenoside present at lower levels (the percentage 21.2%, 1.6%, 2.9% and 1.1%) but systemic exposure to 23-epi-26-deoxyactein, cimigenolxyloside, and 25-O-acetylcimigenoside following oral administration of the extract of Cimicifuga foetida L. was significantly greater than to Cimicifugoside H1. The low oral bioavailability of Cimicifugoside H1 is probably the result of its poor membrane permeability leading to poor intestinal absorption.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Pharmacokinetics and bioavailability of cimicifugosides after oral administration of Cimicifuga foetida L. extract to rats. | 2012-08-30 |
|
| Simultaneous determination of cimicifugoside H-2, cimicifugoside H-1, 23-epi-26-deoxyactein, cimigenol xyloside and 25-O-acetylcimigenoside in beagle dog plasma by LC-MS/MS. | 2012-03-25 |
|
| [Cycloartane triterpenoid of Cimicifuga foetida]. | 2009-08 |
|
| Triterpenoid glycoside from Cimicifuga racemosa. | 2005-10 |
|
| Cycloartane triterpene saponins from the roots of Cimicifuga foetida. | 2001-05 |
|
| [Chemical constituents of original plants of Cimicifugae rhizoma in Chinese medicine]. | 1996-11 |
|
| Studies on the Chinese crude drug "shoma." IX. Three novel cyclolanostanol xylosides, cimicifugosides H-1, H-2 and H-5, from cimicifuga rhizome. | 1995-05 |
Sample Use Guides
Inhibitory activities of cimicifugoside H-1 against Shigella flexneri, Shigella dysenteriae, Shigella sonnei, Mycobacterium tuberculosis, a-hemolytic Streptococcus and Streptococcus pneumoniae was determined by the paper disk diffusion assay on agar plates. The samples were dissolved in chloroform and applied to a paper disk with a syringe (500 mg each disk), respectively. The disks were dried with flow air and put onto agar media inoculated with the testing organism. Inhibition zones were observed after incubation for 10 h at 428C. Cimicifugoside H-1 hasn’t antibacterial activity in the agar diffusion assay.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:59:04 GMT 2025
by
admin
on
Mon Mar 31 21:59:04 GMT 2025
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| Record UNII |
C3LF0ZYD3S
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID901353229
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163046-73-9
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15241163
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C3LF0ZYD3S
Created by
admin on Mon Mar 31 21:59:04 GMT 2025 , Edited by admin on Mon Mar 31 21:59:04 GMT 2025
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PARENT -> CONSTITUENT ALWAYS PRESENT |
