Structure Database (LMSD)

Common Name
Punicesterone B
Systematic Name
20,22α-O-isopropylidene-2β,3β,14α,20R,22R-pentahydroxy-5β-campest-7-en-6-one
Synonyms
LM ID
LMST01031289
Formula
C31H50O6
Exact Mass
Calculate m/z
518.36074
Sum Composition
ST 31:3;O6
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Aspergillus puniceus (#41744)
Eurotiomycetes (#147545)
Punicesterones A-G, polyhydroxylated mycoecdysteroids from the deep-sea-derived fungus Aspergillus puniceus SCSIO z021.,
Phytochemistry, 2022
Pubmed ID: 36372238

String Representations

InChiKey (Click to copy)
OHZSMTMLHURXAU-FEJMYKLESA-N
InChi (Click to copy)
InChI=1S/C31H50O6/c1-17(2)18(3)13-26-30(8,37-27(4,5)36-26)25-10-12-31(35)20-14-22(32)21-15-23(33)24(34)16-28(21,6)19(20)9-11-29(25,31)7/h14,17-19,21,23-26,33-35H,9-13,15-16H2,1-8H3/t18-,19+,21+,23-,24+,25+,26-,28-,29-,30-,31-/m1/s1
SMILES (Click to copy)
C12=CC(=O)[C@]3([H])C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@]([H])([C@@]3(C)OC(C)(C)O[C@@H]3C[C@@H](C)C(C)C)CC[C@@]21O

Other Databases

PubChem CID
171116445

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 530.52
Topological Polar Surface Area 100.36
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 6
logP 6.50
Molar Refractivity 144.57

Admin

Created at
21st Nov 2022
Updated at
21st Nov 2022