LIPID MAPS

Structure Database (LMSD)

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Common Name

Zoanthone A

Systematic Name

25-acetoxy-2β,3β,11α,14α,20R,22R-hexahydroxy-5β-cholest-7-en-6-one

Synonyms

25-acetoxy-turkesterone

LM ID

LMST01010428

Formula

C₂₉H₄₆O₉

Exact Mass

Calculate m/z

538.314185

Sum Composition

ST 29:3;O9

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Zoanthus (#105401)

Anthozoa (#6101)

Ecdysones from Zoanthus spp. with inhibitory activity against dengue virus 2.,
Bioorg Med Chem Lett, 2016

Pubmed ID: 26988299

String Representations

InChiKey (Click to copy)

CSIOSPOYAIWNMK-MWPSDTLYSA-N

InChi (Click to copy)

InChI=1S/C29H46O9/c1-15(30)38-25(2,3)9-8-23(35)28(6,36)22-7-10-29(37)17-12-18(31)16-11-19(32)20(33)13-26(16,4)24(17)21(34)14-27(22,29)5/h12,16,19-24,32-37H,7-11,13-14H2,1-6H3/t16-,19+,20-,21+,22-,23+,24+,26-,27+,28+,29+/m0/s1

SMILES (Click to copy)

C12=CC([C@]3([H])C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])[C@H](O)C[C@@]1(C)[C@@]2(O)CC[C@@]1([C@](O)(C)[C@H](O)CCC(OC(C)=O)(C)C)[H])=O

Other Databases

KEGG ID

C08811

CHEBI ID

2528

PubChem CID

127053212

Calculated Physicochemical Properties

Heavy Atoms 38

Rings 4

Aromatic Rings 0

Rotatable Bonds 7

Van der Waals Molecular Volume 532.01

Topological Polar Surface Area 164.75

Hydrogen Bond Donors 6

Hydrogen Bond Acceptors 9

logP 3.40

Molar Refractivity 141.12

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Created at

30th Nov 2020

Updated at