Structure Database (LMSD)

OH H H HO OH O H H OH OH O OH
Common Name
Tuberoside
Systematic Name
3-O-β-D-glucopyranosyl-(22E, 24R)-ergosta-7, 22-dien-5α,6β-diol
Synonyms
LM ID
LMST01031230
Formula
C34H56O8
Exact Mass
Calculate m/z
592.39752
Sum Composition
ST 28:2;O3;Hex
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

String Representations

InChiKey (Click to copy)
TZSDHGJZIKIYFX-HJOSNNJXSA-N
InChi (Click to copy)
InChI=1S/C34H56O8/c1-18(2)19(3)7-8-20(4)23-9-10-24-22-15-27(42-31-30(39)29(38)28(37)26(17-35)41-31)34(40)16-21(36)11-14-33(34,6)25(22)12-13-32(23,24)5/h7-8,15,18-21,23-31,35-40H,9-14,16-17H2,1-6H3/b8-7+/t19-,20+,21-,23+,24-,25-,26+,27+,28+,29-,30+,31-,32+,33+,34-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4([C@@]([H])(CC[C@]4([H])[C@]([H])(C)/C=C/[C@H](C)C(C)C)C3=C[C@@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O3)[C@@]2(O)C[C@@H](O)C1)C

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Tuber indicum (#55307)
Pezizomycetes (#147549)
A novel sterol from Chinese truffles Tuber indicum.,
Steroids, 2001
Pubmed ID: 11522340

Calculated Physicochemical Properties

Heavy Atoms 42
Rings 5
Aromatic Rings
Rotatable Bonds 7
Van der Waals Molecular Volume 600.00
Topological Polar Surface Area 141.91
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 8
logP 5.90
Molar Refractivity 163.57

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Created at
18th Jan 2022
Updated at
18th Jan 2022