SCS-C002822
4,25-dehydro-22-deoxyminiolutelide B
Pathway: Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
Glycoside
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
Penicillium sp.
(soft coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Penicillium
Species
NA
Hainan Island
DOI:
10.1021/np300377b
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
486.5 Da
Threshold ≤ 500
ALogP
1.94
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C26H30O9
Molecular Weight:
486.5170 Da
SMILES:
C=C1C2=CC(=O)OC(C)(C)C2=C[C@@H]2O[C@@]3(O)[C@@H](C)O[C@H]4OC(=O)[C@@]5(C)C[C@H]1[C@]2(C)[C@]3(C(=O)OC)[C@@H]45
InChIKey:
SSIAJGSCGQAALW-BEQYNWFXSA-N
InChI:
InChI=1S/C26H30O9/c1-11-13-8-17(27)35-22(3,4)14(13)9-16-24(6)15(11)10-23(5)18-19(33-20(23)28)32-12(2)26(30,34-16)25(18,24)21(29)31-7/h8-9,12,15-16,18-19,30H,1,10H2,2-7H3/t12-,15-,16+,18+,19+,23+,24+,25-,26+/m1/s1
Calculated Properties
ALogP:
1.942 lipophilicity
TPSA:
117.59 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
9
Rotatable Bonds:
1
Ring Count:
6
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.6538 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002822
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.