LIPID MAPS

Structure Database (LMSD)

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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

Main

Classification

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

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

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