Structure Database (LMSD)

Common Name
Lemmasterone
Systematic Name
2β,3β,14α,20R,23R,25-hexahydroxy-5β-Poriferasta-7-en-6-one
Synonyms
LM ID
LMST01040300
Formula
C29H48O7
Exact Mass
Calculate m/z
508.340005
Sum Composition
ST 29:2;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Lemmaphyllum carnosum var. microphyllum (#449854)
Polypodiopsida (#241806)
Structure of lemmasterone, a novel c29 insect-moulting substance from Lemmaphyllum microphyllum,
Tetrahedron Letts, 1968

String Representations

InChiKey (Click to copy)
CIQDSODCPIIBBH-VFCLXSBCSA-N
InChi (Click to copy)
InChI=1S/C29H48O7/c1-7-16(25(2,3)34)12-24(33)28(6,35)23-9-11-29(36)18-13-20(30)19-14-21(31)22(32)15-26(19,4)17(18)8-10-27(23,29)5/h13,16-17,19,21-24,31-36H,7-12,14-15H2,1-6H3/t16-,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/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)CC[C@]1([H])[C@](O)(C)[C@H](O)C[C@H](CC)C(O)(C)C)=O

Other Databases

PubChem CID
12304990

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 6
Van der Waals Molecular Volume 517.07
Topological Polar Surface Area 138.45
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 7
logP 4.21
Molar Refractivity 138.84

Admin

Created at
9th Jan 2024
Updated at
9th Jan 2024