SCS-C001138
nigrodiquinone A
Pathway: Polyketides
Superclass: Polycyclic aromatic polyketides
Class: Anthraquinones and anthrones
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
Nigrospora sp.
(zoanthid-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Amphisphaeriales
Family
Apiosporaceae
Genus
Nigrospora
Species
NA
Weizhou Island
DOI:
10.3390/md14030051
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
596.6 Da
Threshold ≤ 500
ALogP
0.94
Threshold ≤ 5
H-Bond Donors
8
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C31H32O12
Molecular Weight:
596.6000 Da
SMILES:
COc1cc(O)c2c(c1O)[C@H](C1=CC(=O)c3cc4c(c(O)c3C1=O)C[C@](C)(O)[C@H](O)[C@H]4O)[C@H]1C[C@](C)(O)[C@H](O)C[C@H]1C2=O
InChIKey:
BCWURZSMLDERHF-VEEXPGODSA-N
InChI:
InChI=1S/C31H32O12/c1-30(41)8-14-11(6-19(30)34)24(35)22-17(33)7-18(43-3)28(39)23(22)20(14)13-5-16(32)12-4-10-15(26(37)21(12)25(13)36)9-31(2,42)29(40)27(10)38/h4-5,7,11,14,19-20,27,29,33-34,37-42H,6,8-9H2,1-3H3/t11-,14+,19-,20-,27+,29-,30+,31+/m1/s1
Calculated Properties
ALogP:
0.937 lipophilicity
TPSA:
222.28 Ų polar surface area
H-Bond Donors:
8
H-Bond Acceptors:
12
Rotatable Bonds:
2
Ring Count:
6
(2 aromatic)
Chiral Centers:
8
Fsp³:
0.4516 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001138
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Polycyclic aromatic polyketides
NPClassifier Class:
Anthraquinones and anthrones
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.