Structure Database (LMSD)

Common Name
4-O-acetyl-rubiginone D2
Systematic Name
[(2S,3R,4R)-2-hydroxy-8-methoxy-3-methyl-1,7,12-trioxo-3,4-dihydro-2H-benzo[a]anthracen-4-yl] acetate
Synonyms
LM ID
LMPK08000004
Formula
C22H18O7
Exact Mass
Calculate m/z
394.105255
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)
DXRKISDBIVBBFG-WEYJGOAGSA-N
InChi (Click to copy)
InChI=1S/C22H18O7/c1-9-18(24)21(27)17-13(22(9)29-10(2)23)8-7-12-16(17)20(26)11-5-4-6-14(28-3)15(11)19(12)25/h4-9,18,22,24H,1-3H3/t9-,18+,22-/m1/s1
SMILES (Click to copy)
C1=CC2C(=O)C3C4C(=O)[C@@H](O)[C@@H](C)[C@@H](OC(C)=O)C=4C=CC=3C(=O)C=2C(OC)=C1

Other Databases

PubChem CID
10385943

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 4
Aromatic Rings 2
Rotatable Bonds 3
Van der Waals Molecular Volume 353.05
Topological Polar Surface Area 106.97
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 2.55
Molar Refractivity 100.82

Admin

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