Structure Database (LMSD)

Common Name
Penasterol
Systematic Name
4,4-dimethyl-14-carboxy-cholesta-9(10),24-dien-3β-ol
Synonyms
LM ID
LMST01010296
Formula
C30H48O3
Exact Mass
Calculate m/z
456.360345
Sum Composition
ST 30:3;O3
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
Penares (#77185)
Demospongiae (#6042)
Penasterol, a novel antileukemic sterol from the okinawan marine sponge Penares sp.,
J. Chem. Soc., Perkin Trans. 1,, 1988

String Representations

InChiKey (Click to copy)
HVQPUBROUXVNPN-GIICLEHTSA-N
InChi (Click to copy)
InChI=1S/C30H48O3/c1-19(2)9-8-10-20(3)21-14-18-30(26(32)33)23-11-12-24-27(4,5)25(31)15-16-28(24,6)22(23)13-17-29(21,30)7/h9,20-21,24-25,31H,8,10-18H2,1-7H3,(H,32,33)/t20-,21-,24+,25+,28-,29-,30+/m1/s1
SMILES (Click to copy)
C12CC[C@@]3([H])C(C)(C)[C@@H](O)CC[C@]3(C)C=1CC[C@]1(C)[C@@]([H])([C@@](C)([H])CC/C=C(\C)/C)CC[C@@]21C(O)=O

Other Databases

PubChem CID
10434224

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 496.57
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.83
Molar Refractivity 135.35

Admin

Created at
-
Updated at
9th Mar 2021