Structure Database (LMSD)

Common Name
Malacosterone
Systematic Name
2β,3β,14α,16β,20R,22R,25-heptahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010563
Formula
C27H44O8
Exact Mass
Calculate m/z
496.30362
Sum Composition
ST 27:2;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cepaea nemoralis (#28835)
Gastropoda (#6448)
Ecdysteroid metabolism in the terrestrial snail Cepaea nemoralis (L.),
Int J Invert Reprod Devel, 1985

String Representations

InChiKey (Click to copy)
ZOKOAVXGNRAXRR-BZYHFBBWSA-N
InChi (Click to copy)
InChI=1S/C27H44O8/c1-23(2,33)8-7-21(32)26(5,34)22-20(31)13-27(35)15-10-17(28)16-11-18(29)19(30)12-24(16,3)14(15)6-9-25(22,27)4/h10,14,16,18-22,29-35H,6-9,11-13H2,1-5H3/t14-,16-,18+,19-,20-,21+,22-,24+,25+,26-,27+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3([H])C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)C[C@H](O)[C@@]1([C@](O)(C)[C@H](O)CCC(O)(C)C)[H])=O

Other Databases

PubChem CID
100953174

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 491.26
Topological Polar Surface Area 158.68
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 8
logP 2.83
Molar Refractivity 131.58

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Created at
16th May 2023
Updated at
16th May 2023