SCS-C001804
22-methoxycytochalasin B6
Pathway: Alkaloids
Superclass: Pseudoalkaloids
Class: Cytochalasan alkaloids
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
Curvularia verruculosa
(deep-sea endozoic fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Dothideomycetes
Order
Pleosporales
Family
Pleosporaceae
Genus
Curvularia
Species
Curvularia verruculosa
South China Sea
DOI:
10.1021/acs.jnatprod.1c00907
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
495.6 Da
Threshold ≤ 500
ALogP
3.16
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C29H37NO6
Molecular Weight:
495.6160 Da
SMILES:
C=C1[C@@H](C)[C@H]2[C@H](Cc3ccccc3)NC(=O)[C@]23OC(=O)[C@@H](OC)CC(=O)CCC[C@@H](C)/C=C/[C@H]3[C@@H]1O
InChIKey:
OCCQCZGTKUVEFD-NYVDWDIESA-N
InChI:
InChI=1S/C29H37NO6/c1-17-9-8-12-21(31)16-24(35-4)27(33)36-29-22(14-13-17)26(32)19(3)18(2)25(29)23(30-28(29)34)15-20-10-6-5-7-11-20/h5-7,10-11,13-14,17-18,22-26,32H,3,8-9,12,15-16H2,1-2,4H3,(H,30,34)/b14-13+/t17-,18-,22+,23+,24+,25+,26-,29-/m1/s1
Calculated Properties
ALogP:
3.159 lipophilicity
TPSA:
101.93 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
3
Ring Count:
4
(1 aromatic)
Chiral Centers:
8
Fsp³:
0.5517 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001804
NPClassifier Pathway:
Alkaloids
NPClassifier Superclass:
Pseudoalkaloids
NPClassifier Class:
Cytochalasan alkaloids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.