Structure Database (LMSD)

Common Name
Cimimanol D
Systematic Name
3β,11β-,25-trihydroxy-16β,23R:16α,24S-diepoxy-9β,19-cyclolanostan-3βyl-(β-d-xylopyranosyl-(1-3)-β-d-xylopyranoside
Synonyms
LM ID
LMST01100023
Formula
C40H64O13
Exact Mass
Calculate m/z
752.434695
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)
YJHCWVSFXNOWOT-SLMLVCSASA-N
InChi (Click to copy)
InChI=1S/C40H64O13/c1-18-12-21-31(35(4,5)47)53-40(52-21)16-37(7)23-9-8-22-34(2,3)25(10-11-38(22)17-39(23,38)24(43)13-36(37,6)30(18)40)50-33-28(46)29(20(42)15-49-33)51-32-27(45)26(44)19(41)14-48-32/h18-33,41-47H,8-17H2,1-7H3/t18-,19-,20-,21-,22+,23+,24+,25+,26+,27-,28-,29+,30-,31+,32+,33+,36-,37+,38-,39+,40-/m1/s1
SMILES (Click to copy)
C1C[C@]2([H])[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]3O)C(C)(C)[C@]14[H])[C@@H](O)C[C@@]1(C)[C@@]2(C)C[C@]23O[C@H](C(C)(C)O)[C@]([H])(O2)C[C@@H](C)[C@]13[H]

Other Databases

PubChem CID
171119602

Calculated Physicochemical Properties

Heavy Atoms 53
Rings 9
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 703.59
Topological Polar Surface Area 205.27
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 13
logP 6.16
Molar Refractivity 193.62

Admin

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