SCS-C005892
(2S)-1,2-di-O-palmitoyl-3-O-(6-sulpho-α-D-quinovopyranosyl) glycerol
Pathway: Fatty acids
Superclass: Glycerolipids
Class: Glycosyldiacylglycerols
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 parvivesiculosum
(NA)
Kingdom
NA
Phylum
Ochrophyta
Class
Phaeophyceae
Order
Fucales
Family
Sargassaceae
Genus
Sargassum
Species
Sargassum parvivesiculosum
South China Sea
DOI:
10.1248/cpb.52.986
· Chemical and Pharmaceutical Bulletin
Drug-likeness (Lipinski Ro5)
Molecular Weight
795.1 Da
Threshold ≤ 500
ALogP
8.12
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
3 violations (MW, ALogP, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C41H78O12S
Molecular Weight:
795.1300 Da
SMILES:
CCCCCCCCCCCCCCCC(=O)OCC(COC1OC(CS(=O)(=O)O)C(O)C(O)C1O)OC(=O)CCCCCCCCCCCCCCC
InChIKey:
RVUUQPKXGDTQPG-UHFFFAOYSA-N
InChI:
InChI=1S/C41H78O12S/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(42)50-31-34(32-51-41-40(46)39(45)38(44)35(53-41)33-54(47,48)49)52-37(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h34-35,38-41,44-46H,3-33H2,1-2H3,(H,47,48,49)
Calculated Properties
ALogP:
8.116 lipophilicity
TPSA:
186.12 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
11
Rotatable Bonds:
36
Ring Count:
1
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.9512 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005892
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
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 |
|---|---|---|---|---|
| Plant / Agricultural | — | Pyricularia oryzae | Furthermore, according to the literature, 3 exhibited activity against Pyricularia oryzae, cytotoxicity against P388 and HL-60 tumor cells, and weak cytotoxicity against MCF-7 and A549 human tumor cells 8); | 10.1248/cpb.52.986 Chemical and Pharmaceutical Bulletin |
| Antitumor | — | P388 tumor cells | Furthermore, according to the literature, 3 exhibited activity against Pyricularia oryzae, cytotoxicity against P388 and HL-60 tumor cells, and weak cytotoxicity against MCF-7 and A549 human tumor cells 8); | 10.1248/cpb.52.986 Chemical and Pharmaceutical Bulletin |
| Antitumor | — | HL-60 tumor cells | Furthermore, according to the literature, 3 exhibited activity against Pyricularia oryzae, cytotoxicity against P388 and HL-60 tumor cells, and weak cytotoxicity against MCF-7 and A549 human tumor cells 8); | 10.1248/cpb.52.986 Chemical and Pharmaceutical Bulletin |
| Antitumor | — | MCF-7 human tumor cells | Furthermore, according to the literature, 3 exhibited activity against Pyricularia oryzae, cytotoxicity against P388 and HL-60 tumor cells, and weak cytotoxicity against MCF-7 and A549 human tumor cells 8); | 10.1248/cpb.52.986 Chemical and Pharmaceutical Bulletin |
| Antitumor | — | A549 human tumor cells | Furthermore, according to the literature, 3 exhibited activity against Pyricularia oryzae, cytotoxicity against P388 and HL-60 tumor cells, and weak cytotoxicity against MCF-7 and A549 human tumor cells 8); | 10.1248/cpb.52.986 Chemical and Pharmaceutical Bulletin |