SCS-C005886
(R)-semixanthomegnin
Pathway: Polyketides | Shikimates and Phenylpropanoids
Superclass: Naphthalenes | Coumarins
Class: Isocoumarins | Naphthoquinones
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus sp. SCSGAF 0076 (OY10607)
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
Offshore Hainan Island
· 18°11′N, 109°25′E
DOI:
10.1177/1934578x1300800825
· Natural Product Communications
Drug-likeness (Lipinski Ro5)
Molecular Weight
288.3 Da
Threshold ≤ 500
ALogP
1.40
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H12O6
Molecular Weight:
288.2550 Da
SMILES:
COC1=CC(=O)c2c(cc3c(c2O)C(=O)O[C@H](C)C3)C1=O
InChIKey:
YPJWDOQDLYENRC-ZCFIWIBFSA-N
InChI:
InChI=1S/C15H12O6/c1-6-3-7-4-8-12(14(18)11(7)15(19)21-6)9(16)5-10(20-2)13(8)17/h4-6,18H,3H2,1-2H3/t6-/m1/s1
Calculated Properties
ALogP:
1.403 lipophilicity
TPSA:
89.90 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
6
Rotatable Bonds:
1
Ring Count:
3
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.2667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005886
NPClassifier Pathway:
Polyketides
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Naphthalenes
Coumarins
NPClassifier Class:
Isocoumarins
Naphthoquinones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.