LIPID MAPS

Structure Database (LMSD)

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Common Name

Tubocapsanolide A

Systematic Name

5β,6β:16α,17α-diepoxy-4β-hydroxy-1-oxo-witha-2,24-dienolide

Synonyms

LM ID

LMST01160084

Formula

C₂₈H₃₆O₆

Exact Mass

Calculate m/z

468.25119

Sum Composition

ST 28:7;O6

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

RQGXOMVMGPVOQK-KAUDDYPASA-N

InChi (Click to copy)

InChI=1S/C28H36O6/c1-13-10-19(32-24(31)14(13)2)15(3)27-23(33-27)12-18-16-11-22-28(34-22)21(30)7-6-20(29)26(28,5)17(16)8-9-25(18,27)4/h6-7,15-19,21-23,30H,8-12H2,1-5H3/t15-,16-,17+,18+,19-,21+,22-,23-,25+,26+,27-,28-/m1/s1

SMILES (Click to copy)

C1C(=O)[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]5(O[C@@H]5C[C@@]4([H])[C@]3([H])C[C@H]3O[C@@]23[C@@H](O)C=1)[C@@H]([C@]1([H])OC(=O)C(C)=C(C)C1)C

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

Other Databases

CHEBI ID

66325

PubChem CID

16680369

Calculated Physicochemical Properties

Heavy Atoms 34

Rings 7

Aromatic Rings

Rotatable Bonds 2

Van der Waals Molecular Volume 448.62

Topological Polar Surface Area 90.73

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 6

logP 5.23

Molar Refractivity 125.62

Admin

Created at

6th Dec 2023

Updated at