Structure Database (LMSD)

O OH OH O OH O
Common Name
Cassic acid
Systematic Name
4,5-dihydroxy-9,10-dioxoanthracene-2-carboxylic acid
Synonyms
  • Rhein
  • Rhubarb Yellow
  • Monorhein
  • Rheic acid
LM ID
LMPK13040015
Formula
C15H8O6
Exact Mass
Calculate m/z
284.03209
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Aromatic polyketides [PK13]
Anthracenes and phenanthrenes [PK1304]

String Representations

InChiKey (Click to copy)
FCDLCPWAQCPTKC-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)
SMILES (Click to copy)
C12C(O)=CC(C(=O)O)=CC=1C(=O)C1=C(C(O)=CC=C1)C2=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cassia (#53851)
Magnoliopsida (#3398)
Identification of the antibiotic substance from Cassia reticulata as 4,5-dihydroxyanthraquinone-2-carboxylic acid.,
J Biol Chem, 1949
Pubmed ID: 18123056

Other Databases

Wikipedia
Rhein_(molecule)
KEGG ID
C10401
HMDB ID
HMDB0032876
CHEBI ID
8825
PubChem CID
10168
Cayman ID
17345
PDB ID
RHN

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 3
Aromatic Rings 2
Rotatable Bonds 1
Van der Waals Molecular Volume 238.16
Topological Polar Surface Area 111.90
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 1.57
Molar Refractivity 70.04

Admin

Created at
-
Updated at
27th Jul 2020