Structure Database (LMSD)

Common Name
Ponasterone A 22-glycolate
Systematic Name
2β,3β,14α,20β-Tetrahydroxy-22α-(2-hydroxyacetiloxy)-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010545
Formula
C29H46O8
Exact Mass
Calculate m/z
522.31927
Sum Composition
ST 29:3;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
Iotrochota birotulata (#283497)
Demospongiae (#6042)
Ecdysteroids from the caribbean sponge Iotrochota birotulata.,
Steroids, 2000
Pubmed ID: 10699592

String Representations

InChiKey (Click to copy)
JPSVQLCMTGBJGP-FORVDKSSSA-N
InChi (Click to copy)
InChI=1S/C29H46O8/c1-16(2)6-7-24(37-25(34)15-30)28(5,35)23-9-11-29(36)18-12-20(31)19-13-21(32)22(33)14-26(19,3)17(18)8-10-27(23,29)4/h12,16-17,19,21-24,30,32-33,35-36H,6-11,13-15H2,1-5H3/t17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@]([H])(C(=O)C=C3[C@]2([H])CC[C@@]2(C)[C@@]3(O)CC[C@]2([H])[C@]([C@H](OC(CO)=O)CCC(C)C)(O)C)C[C@@H](O)[C@H]1O

Other Databases

PubChem CID
21575412

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 4
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 523.22
Topological Polar Surface Area 144.52
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 4.00
Molar Refractivity 139.15

Admin

Created at
11th May 2023
Updated at
11th May 2023