Structure Database (LMSD)

Common Name
Cimimanol F
Systematic Name
3β,11β,dihydroxy-16,23-dione-24R,25-epoxy-cyclo-lanost-7-en-16one-3-O-(β-d-xylopyranosyl-(1-3)-2-malonyl-β-d-xylopyranoside
Synonyms
LM ID
LMST01100025
Formula
C43H62O16
Exact Mass
Calculate m/z
834.40379
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)
AMJGGDSVVAVKNH-ZLAIYQAUSA-N
InChi (Click to copy)
InChI=1S/C43H62O16/c1-19(12-20(44)35-39(4,5)59-35)30-21(45)14-40(6)25-9-8-24-38(2,3)27(10-11-42(24)18-43(25,42)26(48)15-41(30,40)7)56-37-34(57-29(51)13-28(49)50)33(23(47)17-55-37)58-36-32(53)31(52)22(46)16-54-36/h9,19,22-24,26-27,30-37,46-48,52-53H,8,10-18H2,1-7H3,(H,49,50)/t19-,22-,23-,24+,26+,27+,30+,31+,32-,33+,34-,35+,36+,37+,40+,41-,42-,43+/m1/s1
SMILES (Click to copy)
C1C=C2[C@@]3(C[C@]43CC[C@H](O[C@@H]3OC[C@@H](O)[C@H](O[C@@H]5OC[C@@H](O)[C@H](O)[C@H]5O)[C@H]3OC(=O)CC(=O)O)C(C)(C)[C@]14[H])[C@@H](O)C[C@@]1(C)[C@@]2(C)CC(=O)[C@]1([H])[C@@H](CC(=O)[C@@H]1OC1(C)C)C

Other Databases

PubChem CID
171119604

Calculated Physicochemical Properties

Heavy Atoms 59
Rings 8
Aromatic Rings 0
Rotatable Bonds 12
Van der Waals Molecular Volume 781.02
Topological Polar Surface Area 252.48
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 16
logP 5.59
Molar Refractivity 208.89

Admin

Created at
14th Sep 2020
Updated at
14th Sep 2020