SCS-C005349
[(2S)-8-formyl-5-hydroxy-2-methyl-2-[(3Z,7R)-7-hydroxy-8-methoxy-4,8-dimethylnon-3-en-1-yl]-2H-chromen-7-yl]methyl acetate
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
Chemical Structure
![Structure of [(2S)-8-formyl-5-hydroxy-2-methyl-2-[(3Z,7R)-7-hydroxy-8-methoxy-4,8-dimethylnon-3-en-1-yl]-2H-chromen-7-yl]methyl acetate](/scsmarinenp/static/images/structures/SCS-C005349.png)
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
Stachybotrys chartarum
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Stachybotryaceae
Genus
Stachybotrys
Species
Stachybotrys chartarum
Zhanjiang
DOI:
10.1039/c7ra09859f
· RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
460.6 Da
Threshold ≤ 500
ALogP
4.72
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H36O7
Molecular Weight:
460.5700 Da
SMILES:
COC(C)(C)[C@H](O)CC/C(C)=C\CC[C@@]1(C)C=Cc2c(O)cc(COC(C)=O)c(C=O)c2O1
InChIKey:
CAUKGUYSIGEABV-GNPWSVPLSA-N
InChI:
InChI=1S/C26H36O7/c1-17(9-10-23(30)25(3,4)31-6)8-7-12-26(5)13-11-20-22(29)14-19(16-32-18(2)28)21(15-27)24(20)33-26/h8,11,13-15,23,29-30H,7,9-10,12,16H2,1-6H3/b17-8-/t23-,26+/m1/s1
Calculated Properties
ALogP:
4.725 lipophilicity
TPSA:
102.29 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
7
Rotatable Bonds:
11
Ring Count:
2
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.5385 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005349
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.