Structure Database (LMSD)

Common Name
Jalapinolic acid
Systematic Name
11S-hydroxy-hexadecanoic acid
Synonyms
  • Hexadecanoic acid, 11-hydroxy-, (S)-
  • (+)-Jalapinolic acid
  • (11S)-Jalapinolic acid
  • Builic acid
  • Buiolic acid
  • Scammonolic acid
  • Turpetholic acid E
LM ID
LMFA01050267
Formula
C16H32O3
Exact Mass
Calculate m/z
272.235146
Sum Composition
FA 16:0;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry
View NP-MRD ID(NMR) spectrum

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Mirabilis jalapa (#3538)
Magnoliopsida (#3398)
THE STRUCTURES OF CONVOLVULINOLIC AND JALAPINOLIC ACIDS. SYNTHESIS OF 11-HYDROXYPENTADECANOIC AND 11-HYDROXYHEXADECANOIC ACIDS,
J Am Chem Soc, 1928

String Representations

InChiKey (Click to copy)
YNQGVRJFSHTULP-HNNXBMFYSA-N
InChi (Click to copy)
InChI=1S/C16H32O3/c1-2-3-9-12-15(17)13-10-7-5-4-6-8-11-14-16(18)19/h15,17H,2-14H2,1H3,(H,18,19)/t15-/m0/s1
SMILES (Click to copy)
C(CCCCCCCCC[C@@H](O)CCCCC)(=O)O

Other Databases

LIPIDAT ID
4703
CHEBI ID
75785
PubChem CID
5312820

Calculated Physicochemical Properties

Heavy Atoms 19
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 309.09
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 4.81
Molar Refractivity 79.85

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Updated at
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