SCS-C004521
[(2S)-2-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (Z)-docos-17-enoate
Pathway: Fatty acids
Superclass: Glycerolipids
Class: Glycosyldiacylglycerols
Glycoside
Chemical Structure
![Structure of [(2S)-2-hexadecanoyloxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (Z)-docos-17-enoate](/scsmarinenp/static/images/structures/SCS-C004521.png)
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Zonaria diesingiana
(NA)
Kingdom
NA
Phylum
Ochrophyta
Class
Phaeophyceae
Order
Dictyotales
Family
Dictyotaceae
Genus
Zonaria
Species
Zonaria diesingiana
South China Sea
DOI:
10.1039/c005001f
· Natural Product Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
813.2 Da
Threshold ≤ 500
ALogP
10.34
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C47H88O10
Molecular Weight:
813.2110 Da
SMILES:
CCCC/C=C\CCCCCCCCCCCCCCCC(=O)OC[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)CCCCCCCCCCCCCCC
InChIKey:
YVSTYEIGFXIGOW-WCZJAYJHSA-N
InChI:
InChI=1S/C47H88O10/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-24-25-27-29-31-33-35-42(49)54-38-40(39-55-47-46(53)45(52)44(51)41(37-48)57-47)56-43(50)36-34-32-30-28-26-23-16-14-12-10-8-6-4-2/h9,11,40-41,44-48,51-53H,3-8,10,12-39H2,1-2H3/b11-9-/t40-,41-,44+,45+,46-,47-/m1/s1
Calculated Properties
ALogP:
10.337 lipophilicity
TPSA:
151.98 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
10
Rotatable Bonds:
40
Ring Count:
1
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.9149 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004521
NPClassifier Pathway:
Fatty acids
NPClassifier Superclass:
Glycerolipids
NPClassifier Class:
Glycosyldiacylglycerols
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.