SCS-C004533
11a-dehydroxyisoterreulactone A
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Triketide meroterpenoids
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
Aspergillus terreus
(mangrove endophytic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
Aspergillus terreus
South China Sea
DOI:
10.3390/md12126113
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
468.5 Da
Threshold ≤ 500
ALogP
4.27
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
7
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C27H32O7
Molecular Weight:
468.5460 Da
SMILES:
COc1ccc(-c2cc3c(c(=O)o2)C[C@H]2[C@@](C)(CC[C@@]4(O)C(C)(C)OC(=O)CC[C@]24C)O3)cc1
InChIKey:
MOBUBGUDFJFGGR-HHPVDLARSA-N
InChI:
InChI=1S/C27H32O7/c1-24(2)27(30)13-12-26(4)21(25(27,3)11-10-22(28)34-24)14-18-20(33-26)15-19(32-23(18)29)16-6-8-17(31-5)9-7-16/h6-9,15,21,30H,10-14H2,1-5H3/t21-,25-,26-,27-/m1/s1
Calculated Properties
ALogP:
4.272 lipophilicity
TPSA:
95.20 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
7
Rotatable Bonds:
2
Ring Count:
5
(2 aromatic)
Chiral Centers:
4
Fsp³:
0.5556 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004533
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Triketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.