LIPID MAPS

Structure Database (LMSD)

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Common Name

Glutinosterone

Systematic Name

1β,2β,3β,14α,20,22R,25heptahydroxy-5β-cholest-7,24(28)-dien-6-one

Synonyms

1beta-hydroxy 24(28)-dehydromakisterone A

LM ID

LMST01031315

Formula

C₂₈H₄₄O₈

Exact Mass

Calculate m/z

508.30362

Sum Composition

ST 28:3;O8

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Sida glutinosa (#108366)

Magnoliopsida (#3398)

A new biologically active ecdysteroid from the aerial parts of Sida glutinosa

String Representations

InChiKey (Click to copy)

XOXZUBARLRMAEA-ZCXRSSHBSA-N

InChi (Click to copy)

InChI=1S/C28H44O8/c1-14(24(2,3)34)11-21(31)27(6,35)20-8-10-28(36)16-12-18(29)17-13-19(30)22(32)23(33)26(17,5)15(16)7-9-25(20,28)4/h12,15,17,19-23,30-36H,1,7-11,13H2,2-6H3/t15-,17-,19+,20-,21+,22+,23+,25+,26+,27+,28+/m0/s1

SMILES (Click to copy)

[C@@H]1(O)[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](O)CC(=C)C(O)(C)C)C)([H])[C@]21C

Other Databases

PubChem CID

171116455

Calculated Physicochemical Properties

Heavy Atoms 36

Rings 4

Aromatic Rings

Rotatable Bonds 5

Van der Waals Molecular Volume 505.92

Topological Polar Surface Area 158.68

Hydrogen Bond Donors 7

Hydrogen Bond Acceptors 8

logP 3.00

Molar Refractivity 136.10

Admin

Created at

7th May 2023

Updated at