SCS-C002316

N-2'-hydroxypalmitoyl-1-O-β-D-glucopyranosyl-9-methyl-4E,8E-sphingadiene

Pathway: Fatty acids Superclass: Sphingolipids Class: Neutral glycosphingolipids Glycoside

Chemical Structure

Structure of N-2'-hydroxypalmitoyl-1-O-β-D-glucopyranosyl-9-methyl-4E,8E-sphingadiene

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Download: SDF SMILES

Source Information

Marine fungus 1924 (NA)

Original source name: Marine fungus No.1924

Kingdom Fungi Phylum NA Class NA Order NA Family NA Genus Marine Species NA

Hong Kong

Acta Scientiarum Naturalium Universitatis Sunyatseni, 2005, 44(4), 66-69.

Drug-likeness (Lipinski Ro5)

Molecular Weight

728.1 Da

Threshold ≤ 500

ALogP

6.52

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, ALogP, HBD) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C41H77NO9

Molecular Weight:

728.0650 Da

SMILES:

CCCCCCCCCCCCCCC(O)C(=O)NC(COC1OC(CO)C(O)C(O)C1O)C(O)/C=C/CC/C=C(\C)CCCCCCCCC

InChIKey:

                        YBSQGNFRWZKFMJ-BOLNYJQLSA-N
                        
                    

InChI:

InChI=1S/C41H77NO9/c1-4-6-8-10-12-13-14-15-16-18-20-24-29-35(45)40(49)42-33(31-50-41-39(48)38(47)37(46)36(30-43)51-41)34(44)28-25-21-23-27-32(3)26-22-19-17-11-9-7-5-2/h25,27-28,33-39,41,43-48H,4-24,26,29-31H2,1-3H3,(H,42,49)/b28-25+,32-27+

Calculated Properties

ALogP:

6.524 lipophilicity

TPSA:

168.94 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.8780 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002316

NPClassifier Pathway:

Fatty acids

NPClassifier Superclass:

Sphingolipids

NPClassifier Class:

Neutral glycosphingolipids

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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
Inactive / negative	—	hTOP I	> 100.0 μg/mL	—

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