Structure Database (LMSD)

Common Name
Rubiginone D2
Systematic Name
(2S,3S,4R)-2,4-Dihydroxy-8-methoxy-3-methyl-3,4-dihydro-2H-benzo[a]anthracene-1,7,12-trione
Synonyms
LM ID
LMPK08000002
Formula
C20H16O6
Exact Mass
Calculate m/z
352.09469
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Polyketides [PK]
Angucyclines [PK08]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Streptomyces sp. (#1931)
Actinomycetes (#1760)
New biologically active rubiginones from Streptomyces sp.,
J Antibiot (Tokyo), 2000
Pubmed ID: 10866213

String Representations

InChiKey (Click to copy)
DWIWLEGGRHIXAH-KDLNQGCSSA-N
InChi (Click to copy)
InChI=1S/C20H16O6/c1-8-16(21)10-6-7-11-14(15(10)20(25)17(8)22)19(24)9-4-3-5-12(26-2)13(9)18(11)23/h3-8,16-17,21-22H,1-2H3/t8-,16+,17-/m0/s1
SMILES (Click to copy)
C1=CC2C(=O)C3C4C(=O)[C@@H](O)[C@@H](C)[C@@H](O)C=4C=CC=3C(=O)C=2C(OC)=C1

Other Databases

PubChem CID
10338059

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 4
Aromatic Rings 2
Rotatable Bonds 1
Van der Waals Molecular Volume 312.30
Topological Polar Surface Area 100.90
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 6
logP 1.98
Molar Refractivity 91.27

Admin

Created at
21st Jun 2022
Updated at
21st Jun 2022