LIPID MAPS

Structure Database (LMSD)

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Systematic Name

Ergosta-6,22E-dien-8β,18-epoxy-3β,5β,9β-triol

Synonyms

LM ID

LMST01031225

Formula

C₂₈H₄₄O₄

Exact Mass

Calculate m/z

444.32396

Sum Composition

ST 28:3;O4

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

HNJRIGGSDAVDIK-ANIMJIRSSA-N

InChi (Click to copy)

InChI=1S/C28H44O4/c1-18(2)19(3)6-7-20(4)22-8-9-23-25(22)12-15-28(31)24(5)11-10-21(29)16-26(24,30)13-14-27(23,28)32-17-25/h6-7,13-14,18-23,29-31H,8-12,15-17H2,1-5H3/b7-6+/t19-,20+,21-,22+,23+,24-,25-,26-,27+,28+/m0/s1

SMILES (Click to copy)

C1[C@]2(C)[C@]3(O)CC[C@@]45CO[C@@]3([C@]4([H])CC[C@]5([H])[C@]([H])(C)/C=C/[C@H](C)C(C)C)C=C[C@]2(O)C[C@@H](O)C1

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Stropharia rugosoannulata (#68746)

Agaricomycetes (#155619)

An unusual sterol from the mushroom Stropharia rugosoannulata,
Tetrahedron Letts, 2013

DOI: 10.1016/j.tetlet.2013.06.142

Other Databases

PubChem CID

171118639

Calculated Physicochemical Properties

Heavy Atoms 32

Rings 5

Aromatic Rings

Rotatable Bonds 4

Van der Waals Molecular Volume 461.04

Topological Polar Surface Area 71.99

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 4

logP 6.06

Molar Refractivity 128.41

Admin

Created at

17th Jan 2022

Updated at