SCS-C002710

methyl (3S)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyundecanoate

Pathway: Fatty acids Superclass: Fatty acyl glycosides Class: Rhamnolipids Glycoside

Chemical Structure

Structure of methyl (3S)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyundecanoate

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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.

Download: SDF SMILES

Source Information

unidentified fungus (NA)

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

Wenchang

DOI: 10.3390/md10030598 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

362.5 Da

Threshold ≤ 500

ALogP

1.51

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H34O7

Molecular Weight:

362.4630 Da

SMILES:

CCCCCCCC[C@@H](CC(=O)OC)O[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O

InChIKey:

                        QEALUJPEMKLTBE-GSLMRTNVSA-N
                        
                    

InChI:

InChI=1S/C18H34O7/c1-4-5-6-7-8-9-10-13(11-14(19)23-3)25-18-17(22)16(21)15(20)12(2)24-18/h12-13,15-18,20-22H,4-11H2,1-3H3/t12-,13-,15-,16+,17+,18-/m0/s1

Calculated Properties

ALogP:

1.513 lipophilicity

TPSA:

105.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.9444 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002710

NPClassifier Pathway:

Fatty acids

NPClassifier Superclass:

Fatty acyl glycosides

NPClassifier Class:

Rhamnolipids

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD22273

Biological Activity Data

No bioactivity data available for this compound.

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