Structure Database (LMSD)

Common Name
Cimimanol C
Systematic Name
12β-acetoxy-16β,23-epoxy-24R,25-dihydroxy-9,19-cyclolanost-22-en-3-O-(β-d-xylopyranosyl-(1-3)-β-d-xylopyranoside
Synonyms
LM ID
LMST01100022
Formula
C42H66O14
Exact Mass
Calculate m/z
794.44526
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)
SJLKMTYAZIBWMQ-HPGVDHEOSA-N
InChi (Click to copy)
InChI=1S/C42H66O14/c1-19-13-23(34(49)38(5,6)50)54-24-14-39(7)26-10-9-25-37(3,4)27(11-12-41(25)18-42(26,41)15-28(53-20(2)43)40(39,8)29(19)24)55-36-32(48)33(22(45)17-52-36)56-35-31(47)30(46)21(44)16-51-35/h13,19,21-22,24-36,44-50H,9-12,14-18H2,1-8H3/t19-,21-,22-,24+,25+,26+,27+,28-,29+,30+,31-,32-,33+,34+,35+,36+,39+,40-,41-,42+/m1/s1
SMILES (Click to copy)
C1C[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)CO3)[C@H](O)CO2)C(C)(C)[C@]2([H])CC[C@@]3([H])[C@]4(C)C[C@@H]5OC([C@H](O)C(O)(C)C)=C[C@@H](C)[C@]5([H])[C@@]4(C)[C@H](OC(=O)C)C[C@@]43C[C@]124

Other Databases

PubChem CID
171119601

Calculated Physicochemical Properties

Heavy Atoms 56
Rings 8
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 754.06
Topological Polar Surface Area 220.27
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 14
logP 6.21
Molar Refractivity 204.52

Admin

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