LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

Common Name

Cissoic acid

Systematic Name

9S-(β-D-glucopyranosyloxy)-4,10R-dimethyl-2E,4E,6E-dodecene-1,12-dioic acid

Synonyms

LM ID

LMFA01170151

Formula

C₂₀H₃₀O₁₀

Exact Mass

Calculate m/z

430.1839

Sum Composition

FA 20:5;O8

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Cissus rotundifolia (#416102)

Magnoliopsida (#3398)

Glycosylated Phenols and an Unprecedented Diacid from the Saudi Plant Cissus rotundifolia.,
J Nat Prod, 2020

Pubmed ID: 33176095

String Representations

InChiKey (Click to copy)

ZTPPKAUYDONSLR-AYWFJNOKSA-N

InChi (Click to copy)

InChI=1S/C20H30O10/c1-11(7-8-15(22)23)5-3-4-6-13(12(2)9-16(24)25)29-20-19(28)18(27)17(26)14(10-21)30-20/h3-5,7-8,12-14,17-21,26-28H,6,9-10H2,1-2H3,(H,22,23)(H,24,25)/b4-3+,8-7+,11-5+/t12-,13+,14-,17-,18+,19-,20-/m1/s1

SMILES (Click to copy)

C(/C=C/C(/C)=C/C=C/C[C@H](O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)[C@H](C)CC(=O)O)(=O)O

Other Databases

PubChem CID

162666942

Calculated Physicochemical Properties

Heavy Atoms 30

Rings 1

Aromatic Rings 0

Rotatable Bonds 11

Van der Waals Molecular Volume 416.90

Topological Polar Surface Area 176.05

Hydrogen Bond Donors 6

Hydrogen Bond Acceptors 10

logP 1.82

Molar Refractivity 107.91

Admin

Created at

14th Nov 2020

Updated at