SCS-C002343
1-O-β-D-glucopyranosyl-2-(2-hydroxy-12',13-cyclopropane tetracosamido)-3,4-tetradecanediol
Pathway: Fatty acids
Superclass: Sphingolipids
Class: Neutral glycosphingolipids
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
Sargassum sp.
(NA)
Original source name: Sargassum vachellianum, Ulva lactuca, Sargassum polycystcum, Caulerpa sertularioides, Hypnea charoides, Laurencia majuscule lucas, Hydroclathrus clathratus
Kingdom
NA
Phylum
Ochrophyta
Class
Phaeophyceae
Order
Fucales
Family
Sargassaceae
Genus
Sargassum
Species
NA
Xisha Islands
The Journal of Organic Chemistry, 2005.
Drug-likeness (Lipinski Ro5)
Molecular Weight
788.2 Da
Threshold ≤ 500
ALogP
6.58
Threshold ≤ 5
H-Bond Donors
8
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
3 violations (MW, ALogP, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C44H85NO10
Molecular Weight:
788.1600 Da
SMILES:
CCCCCCCCCCC(O)C(O)C(CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)C(O)CCCCCCCCCC1CC1CCCCCCCCCC
InChIKey:
VRMMCFSWUPKICT-IPKGZKTKSA-N
InChI:
InChI=1S/C44H85NO10/c1-3-5-7-9-11-14-18-22-26-33-30-34(33)27-23-19-15-13-17-21-25-29-37(48)43(53)45-35(32-54-44-42(52)41(51)40(50)38(31-46)55-44)39(49)36(47)28-24-20-16-12-10-8-6-4-2/h33-42,44,46-52H,3-32H2,1-2H3,(H,45,53)/t33?,34?,35?,36?,37?,38-,39?,40+,41+,42-,44-/m1/s1
Calculated Properties
ALogP:
6.579 lipophilicity
TPSA:
189.17 Ų polar surface area
H-Bond Donors:
8
H-Bond Acceptors:
10
Rotatable Bonds:
36
Ring Count:
2
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.9773 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002343
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Sphingolipids
NPClassifier Class:
Neutral glycosphingolipids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.