LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

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

Main

Classification

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

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

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