SCS-C002803
4,25-dehydrominiolutelide 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
502.5 Da
Threshold ≤ 500
ALogP
1.06
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C26H30O10
Molecular Weight:
502.5160 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@]45O
InChIKey:
DNXKJVUHCLCPTL-DFOHKYHISA-N
InChI:
InChI=1S/C26H30O10/c1-11-13-8-17(27)36-21(3,4)14(13)9-16-23(6)15(11)10-22(5)18(28)34-20-25(22,30)24(23,19(29)32-7)26(31,35-16)12(2)33-20/h8-9,12,15-16,20,30-31H,1,10H2,2-7H3/t12-,15-,16+,20+,22-,23+,24-,25-,26+/m0/s1
Calculated Properties
ALogP:
1.056 lipophilicity
TPSA:
137.82 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
10
Rotatable Bonds:
1
Ring Count:
6
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.6538 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002803
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.