Structure Database (LMSD)

Common Name
Muristerone A
Systematic Name
2β,3β,5β,11α,14α,20R,22R-hepta-hydroxy-cholest-7-en-6-one
Synonyms
LM ID
LMST01010542
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
Ipomoea (#4119)
Magnoliopsida (#3398)
Structure of muristerone A, a new phytoecdysone,
Chem Commun, 1972

String Representations

InChiKey (Click to copy)
LRJUYAVTHIEHAI-LHBNDURVSA-N
InChi (Click to copy)
InChI=1S/C27H44O8/c1-14(2)6-7-20(31)25(5,33)19-8-9-26(34)15-10-21(32)27(35)13-17(29)16(28)11-24(27,4)22(15)18(30)12-23(19,26)3/h10,14,16-20,22,28-31,33-35H,6-9,11-13H2,1-5H3/t16-,17+,18+,19-,20+,22+,23+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2(O)C(=O)C=C3[C@@]([C@H](O)C[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](O)CCC(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
122217

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
9th May 2023
Updated at
9th May 2023