Structure Database (LMSD)

Common Name
4beta-Hydroxywithanolide E
Systematic Name
15-[1-(4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)-1-hydroxyethyl]-6,12,15-trihydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.0^{2,7}.0^{7,9}.0^{12,16}]octadec-4-en-3-one
Synonyms
LM ID
LMST01160010
Formula
C28H38O8
Exact Mass
Calculate m/z
502.25667
Sum Composition
ST 28:6;O8
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Physalis peruviana (#126903)
Magnoliopsida (#3398)
Isolation of 4 beta-hydroxywithanolide E, a new withanolide from Physalis peruviana L.,
Chem Pharm Bull (Tokyo), 1976
Pubmed ID: 1021295

String Representations

InChiKey (Click to copy)
UPBUGICUKQIKTJ-KABTZXSUSA-N
InChi (Click to copy)
InChI=1S/C28H38O8/c1-14-12-20(35-22(31)15(14)2)25(5,32)27(34)11-10-26(33)17-13-21-28(36-21)19(30)7-6-18(29)24(28,4)16(17)8-9-23(26,27)3/h6-7,16-17,19-21,30,32-34H,8-13H2,1-5H3/t16-,17+,19-,20+,21+,23-,24-,25-,26+,27-,28+/m0/s1
SMILES (Click to copy)
C1(=O)C=C[C@H](O)[C@@]23O[C@@H]2C[C@@]2([H])[C@]4(O)CC[C@@](O)([C@](O)(C)[C@]5([H])OC(=O)C(C)=C(C)C5)[C@@]4(C)CC[C@]2([H])[C@@]13C

Other Databases

HMDB ID
HMDB0034059
CHEBI ID
176191
PubChem CID
73621
Cayman ID
27245

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 6
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 478.56
Topological Polar Surface Area 138.89
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 8
logP 3.73
Molar Refractivity 131.02

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Created at
-
Updated at
19th Oct 2020