SCS-C005306
(3R,5S)-sonnerlactone
Pathway: Shikimates and Phenylpropanoids
Superclass: Coumarins
Class: Isocoumarins
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
unidentified fungus Zh6-B1
(NA)
Original source name: Unknown-fungus sp. strain Zh6-B1|unidentified fungus|zh6-b1
Zhuhai
DOI:
10.1016/j.bmcl.2010.04.036
· Bioorganic & Medicinal Chemistry Letters
Unknown-fungus sp. Zh6-B1
(NA)
Original source name: Unknown-fungus sp. strain Zh6-B1|unidentified fungus|zh6-b1
Zhuhai
DOI:
10.1016/j.bmcl.2010.04.036
· Bioorganic & Medicinal Chemistry Letters
zh6-b1 Zh6-B1
(NA)
Original source name: Unknown-fungus sp. strain Zh6-B1|unidentified fungus|zh6-b1
Zhuhai
DOI:
10.1016/j.bmcl.2010.04.036
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
266.3 Da
Threshold ≤ 500
ALogP
1.73
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C14H18O5
Molecular Weight:
266.2930 Da
SMILES:
C[C@@H]1C[C@@H](O)CCCc2cc(O)cc(O)c2C(=O)O1
InChIKey:
MQAGIKOTEWULFX-SCZZXKLOSA-N
InChI:
InChI=1S/C14H18O5/c1-8-5-10(15)4-2-3-9-6-11(16)7-12(17)13(9)14(18)19-8/h6-8,10,15-17H,2-5H2,1H3/t8-,10+/m1/s1
Calculated Properties
ALogP:
1.730 lipophilicity
TPSA:
86.99 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
0
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005306
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Coumarins
NPClassifier Class:
Isocoumarins
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.