Structure Database (LMSD)

Common Name
Cimimanol A
Systematic Name
24S,25-carbonyl-23R,acetoxy-3β,15α,24R,25-tetrahydroxy-cyclo-lanostan-16one-3- O-β-D-xylopyranoside
Synonyms
  • 24S,25-carbonyl-23R,acetoxy-3beta,15alpha,24R,25-tetrahydroxy-cycloartan-16one-3- O-beta-D-xylopyranoside
LM ID
LMST01100019
Formula
C38H58O12
Exact Mass
Calculate m/z
706.39283
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Actaea cimicifuga (#64032)
Magnoliopsida (#3398)
Cycloartane triterpene glycosides from rhizomes of Cimicifuga foetida L. with lipid-lowering activity on 3T3-L1 adipocytes.,
Fitoterapia, 2020
Pubmed ID: 32464254

String Representations

InChiKey (Click to copy)
ITLKEDQXSCESFN-MEBQLPQSSA-N
InChi (Click to copy)
InChI=1S/C38H58O12/c1-18(15-21(47-19(2)39)30-34(5,6)50-32(45)49-30)25-27(42)29(44)36(8)23-10-9-22-33(3,4)24(48-31-28(43)26(41)20(40)16-46-31)11-12-37(22)17-38(23,37)14-13-35(25,36)7/h18,20-26,28-31,40-41,43-44H,9-17H2,1-8H3/t18-,20-,21-,22+,23+,24+,25+,26+,28-,29+,30+,31+,35-,36-,37-,38+/m1/s1
SMILES (Click to copy)
C1C[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)CO2)C(C)(C)[C@]2([H])CC[C@@]3([H])[C@]4(C)[C@@H](O)C(=O)[C@@]([C@H](C)C[C@@H](OC(=O)C)[C@@H]5OC(=O)OC5(C)C)([H])[C@@]4(C)CC[C@@]43C[C@]124

Other Databases

PubChem CID
171119599

Calculated Physicochemical Properties

Heavy Atoms 50
Rings 7
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 677.00
Topological Polar Surface Area 184.49
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 12
logP 6.53
Molar Refractivity 181.16

Admin

Created at
11th Sep 2020
Updated at
11th Sep 2020