SCS-C003654
C-glucoside iso-D8646-2-6
Pathway: Polyketides
Superclass: Linear polyketides
Class: Open-chain polyketides
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
Epicoccum sp.
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Didymellaceae
Genus
Epicoccum
Species
NA
Sanya
DOI:
10.1016/j.bmcl.2012.03.044
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
612.7 Da
Threshold ≤ 500
ALogP
4.13
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
2 violations (MW, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H44O10
Molecular Weight:
612.7160 Da
SMILES:
CCC(C)CC(C)/C=C(/C=C(C)\C=C\C=C\C=C\C=C\C=C\c1cc(O)c([C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)c(=O)o1)C(=O)O
InChIKey:
YQULWNMZEPTDEC-CWFDNVPGSA-N
InChI:
InChI=1S/C34H44O10/c1-5-21(2)16-23(4)18-24(33(40)41)17-22(3)14-12-10-8-6-7-9-11-13-15-25-19-26(36)28(34(42)43-25)32-31(39)30(38)29(37)27(20-35)44-32/h6-15,17-19,21,23,27,29-32,35-39H,5,16,20H2,1-4H3,(H,40,41)/b7-6+,10-8+,11-9+,14-12+,15-13+,22-17-,24-18-/t21?,23?,27-,29+,30+,31-,32+/m1/s1
Calculated Properties
ALogP:
4.128 lipophilicity
TPSA:
177.89 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
9
Rotatable Bonds:
14
Ring Count:
2
(1 aromatic)
Chiral Centers:
7
Fsp³:
0.4118 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003654
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.