SCS-C005681
3-methoxy-1-(1,4-dihydroxy-1,4a,8-trimethyl-1,2,3,4,4a,5,8,8a-octahydronaphthalen-2-yl)propan-1-one
Pathway: Polyketides
Superclass: Cyclic polyketides
Class: Monacolins and Monacolin derivatives
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
Drug-likeness (Lipinski Ro5)
Molecular Weight
294.4 Da
Threshold ≤ 500
ALogP
1.86
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C17H26O4
Molecular Weight:
294.3910 Da
SMILES:
COCCC(=O)[C@]1(C)[C@@H]2C(=C[C@@H](C)C[C@@H]2O)C=C[C@@]1(C)O
InChIKey:
GOIFPEJPOWNBLP-FAWFFBBMSA-N
InChI:
InChI=1S/C17H26O4/c1-11-9-12-5-7-16(2,20)17(3,14(19)6-8-21-4)15(12)13(18)10-11/h5,7,9,11,13,15,18,20H,6,8,10H2,1-4H3/t11-,13+,15-,16-,17-/m1/s1
Calculated Properties
ALogP:
1.862 lipophilicity
TPSA:
66.76 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
4
Rotatable Bonds:
4
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7059 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005681
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Cyclic polyketides
NPClassifier Class:
Monacolins and Monacolin derivatives
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.