LIPID MAPS

Structure Database (LMSD)

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Common Name

Phakellioside A

Systematic Name

N-(2S-methoxy-11,17-diketo-26-glucuronyl-5Z,22Z-hexadocosa-dienoyl) dopamine

Synonyms

LM ID

LMFA08020464

Formula

C₄₁H₆₃NO₁₃

Exact Mass

Calculate m/z

777.429945

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

unclassified Phakellia (#2635463)

Demospongiae (#6042)

Isolation and Characterization of Glycosylated Fatty Acid Amides from the Norwegian Deep-Sea Sponge <i>Phakellia</i> sp.,
Mar Drugs, 2026

Pubmed ID: 42646464

DOI: 10.3390/md24080264

String Representations

InChiKey (Click to copy)

ZOONKBKNNNLLEH-SJUKAPOTSA-N

InChi (Click to copy)

InChI=1S/C41H63NO13/c1-53-34(39(50)42-26-25-29-23-24-32(45)33(46)28-29)22-16-9-5-4-8-13-19-31(44)21-15-11-14-20-30(43)18-12-7-3-2-6-10-17-27-54-41-37(49)35(47)36(48)38(55-41)40(51)52/h2,5-6,9,23-24,28,34-38,41,45-49H,3-4,7-8,10-22,25-27H2,1H3,(H,42,50)(H,51,52)/b6-2-,9-5-/t34-,35-,36-,37+,38-,41+/m0/s1

SMILES (Click to copy)

C([C@@H](OC)CC/C=C\CCCCC(=O)CCCCCC(=O)CCCC/C=C\CCCO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O1)(=O)NCCC1C=CC(O)=C(O)C=1

Calculated Physicochemical Properties

Heavy Atoms 55

Rings 2

Aromatic Rings 1

Rotatable Bonds 30

Van der Waals Molecular Volume 783.75

Topological Polar Surface Area 231.45

Hydrogen Bond Donors 7

Hydrogen Bond Acceptors 14

logP 6.85

Molar Refractivity 208.39

Admin

Created at

9th Sep 2026

Updated at

11th Sep 2026