LIPID MAPS

Structure Database (LMSD)

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Common Name

Japonicone

Systematic Name

2β,3β,14α,20-tetrahydroxy-24-methylene-22R,25-epoxy-5β-cholest-7-en-6-one

Synonyms

24-methyleneshidasterone

LM ID

LMST01031338

Formula

C₂₈H₄₂O₆

Exact Mass

Calculate m/z

474.29814

Sum Composition

ST 29:3;O8

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

IPJLOFDOKBDRGY-IJYGRGDZSA-N

InChi (Click to copy)

InChI=1S/C28H42O6/c1-15-11-23(34-24(15,2)3)27(6,32)22-8-10-28(33)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,16,18,20-23,30-33H,1,7-11,13-14H2,2-6H3/t16-,18-,20+,21-,22-,23+,25+,26+,27+,28+/m0/s1

SMILES (Click to copy)

C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@](CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H]3CC(=C)C(C)(C)O3)C)([H])[C@]21C

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Sagina japonica (#254022)

Magnoliopsida (#3398)

Three phytoecdysteroids from Sagina japonica and potential biotransforming pathways of japonicone,
Chem Nat Comp, 2010

DOI: 10.1007/s10600-010-9729-8

Other Databases

PubChem CID

101431681

Calculated Physicochemical Properties

Heavy Atoms 34

Rings 5

Aromatic Rings

Rotatable Bonds 2

Van der Waals Molecular Volume 475.98

Topological Polar Surface Area 109.29

Hydrogen Bond Donors 4

Hydrogen Bond Acceptors 6

logP 4.78

Molar Refractivity 130.84

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Created at

6th Oct 2023

Updated at