LIPID MAPS

Structure Database (LMSD)

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Common Name

Tubocapsenolide A

Systematic Name

4β,16α-dihydroxy-5β,6β-epoxy-1-oxowitha-2,13,24-trienolide

Synonyms

LM ID

LMST01160081

Formula

C₂₈H₃₆O₆

Exact Mass

Calculate m/z

468.25119

Sum Composition

ST 28:7;O6

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Tubocapsicum anomalum (#180580)

Magnoliopsida (#3398)

Cytotoxic withanolides from Tubocapsicum anomalum.,
J Nat Prod, 2007

Pubmed ID: 17417907

String Representations

InChiKey (Click to copy)

ZZCMFFGGLCGPHY-RODDKVAYSA-N

InChi (Click to copy)

InChI=1S/C28H36O6/c1-13-10-20(33-25(32)14(13)2)15(3)26(4)18-6-7-19-17(16(18)11-23(26)31)12-24-28(34-24)22(30)9-8-21(29)27(19,28)5/h8-9,15,17,19-20,22-24,30-31H,6-7,10-12H2,1-5H3/t15-,17+,19+,20-,22+,23-,24-,26+,27+,28-/m1/s1

SMILES (Click to copy)

C1C(=O)[C@]2(C)[C@@]3([H])CCC4[C@](C)([C@@H]([C@]5([H])OC(=O)C(C)=C(C)C5)C)[C@H](O)CC=4[C@]3([H])C[C@H]3O[C@@]23[C@@H](O)C=1

Other Databases

PubChem CID

16679812

NP-MRD ID(NMR)

NP0032900

Calculated Physicochemical Properties

Heavy Atoms 34

Rings 6

Aromatic Rings 0

Rotatable Bonds 2

Van der Waals Molecular Volume 458.34

Topological Polar Surface Area 98.43

Hydrogen Bond Donors 2

Hydrogen Bond Acceptors 6

logP 4.85

Molar Refractivity 127.05

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Created at

6th Dec 2023

Updated at