SCS-C002323
1-O-glucopyranosyl-3-hydroxy-2-(2'-hydroxyoctadecanoyl)amino-10-methyloctadecatriene
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
Fusarium sp.
(marine fungus #2489)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Hypocreales
Family
Nectriaceae
Genus
Fusarium
Species
NA
South China Sea
Marine Sciences,2002,26(3),57-59.
Drug-likeness (Lipinski Ro5)
Molecular Weight
754.1 Da
Threshold ≤ 500
ALogP
7.08
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
9
Threshold ≤ 10
3 violations (MW, ALogP, HBD) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C43H79NO9
Molecular Weight:
754.1030 Da
SMILES:
CCCCCCCCCCCCCC/C=C/C(O)C(=O)NC(CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)C(O)/C=C/CCC/C=C(\C)CCCCCCCC
InChIKey:
FKFCJQJJFFIMIW-RTVQNJTCSA-N
InChI:
InChI=1S/C43H79NO9/c1-4-6-8-10-12-13-14-15-16-17-18-19-21-27-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-26-23-22-25-29-34(3)28-24-20-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-26+,31-27+,34-29+/t35?,36?,37?,38-,39-,40+,41-,43-/m1/s1
Calculated Properties
ALogP:
7.080 lipophilicity
TPSA:
168.94 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
9
Rotatable Bonds:
33
Ring Count:
1
(0 aromatic)
Chiral Centers:
8
Fsp³:
0.8372 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002323
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
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Immunomodulatory / Anti-allergic | — | — | — Structured numeric value is not available in this record; see the primary reference. | — |