SCS-C002605
(E,2R)-N-[(2S,3R,4E,8E)-1,3-dihydroxy-9-methyloctadeca-4,8-dien-2-yl]-2-hydroxyoctadec-3-enamide
Pathway: Fatty acids
Superclass: Sphingolipids
Class: Ceramides
Chemical Structure
![Structure of (E,2R)-N-[(2S,3R,4E,8E)-1,3-dihydroxy-9-methyloctadeca-4,8-dien-2-yl]-2-hydroxyoctadec-3-enamide](/scsmarinenp/static/images/structures/SCS-C002605.png)
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
Phomopsis longicolla
(NA)
Kingdom
Fungi
Phylum
Ascomycota
Class
Sordariomycetes
Order
Diaporthales
Family
Diaporthaceae
Genus
Phomopsis
Species
Phomopsis longicolla
Dongzhaigang
DOI:
10.1007/s00044-015-1394-9
· Medicinal Chemistry Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
592.0 Da
Threshold ≤ 500
ALogP
9.26
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C37H69NO4
Molecular Weight:
591.9620 Da
SMILES:
CCCCCCCCCCCCCC/C=C/[C@@H](O)C(=O)N[C@@H](CO)[C@H](O)/C=C/CC/C=C(\C)CCCCCCCCC
InChIKey:
RJHACRNUPWKIQH-SQQMQPSLSA-N
InChI:
InChI=1S/C37H69NO4/c1-4-6-8-10-12-13-14-15-16-17-18-20-22-26-31-36(41)37(42)38-34(32-39)35(40)30-27-23-25-29-33(3)28-24-21-19-11-9-7-5-2/h26-27,29-31,34-36,39-41H,4-25,28,32H2,1-3H3,(H,38,42)/b30-27+,31-26+,33-29+/t34-,35+,36+/m0/s1
Calculated Properties
ALogP:
9.256 lipophilicity
TPSA:
89.79 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
4
Rotatable Bonds:
30
Ring Count:
0
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.8108 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002605
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Sphingolipids
NPClassifier Class:
Ceramides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.