Structure Database (LMSD)

Common Name
Punicesterone A
Systematic Name
6-oxo-5β-campest-7-en-2β,3β,14α,20R,25-pentahydroxy-22R-nicotinoate
Synonyms
LM ID
LMST01031288
Formula
C34H49NO8
Exact Mass
Calculate m/z
599.345819
Status
Curated
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)
KXJOBCGJVAZVBC-RLWRFAKVSA-N
InChi (Click to copy)
InChI=1S/C34H49NO8/c1-19(30(2,3)40)14-28(43-29(39)20-8-7-13-35-18-20)33(6,41)27-10-12-34(42)22-15-24(36)23-16-25(37)26(38)17-31(23,4)21(22)9-11-32(27,34)5/h7-8,13,15,18-19,21,23,25-28,37-38,40-42H,9-12,14,16-17H2,1-6H3/t19-,21+,23+,25-,26+,27+,28-,31-,32-,33-,34-/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@@](C)(O)[C@H](OC(=O)C3=CC=CN=C3)C[C@@H](C)C(O)(C)C)CC[C@@]21O

Other Databases

PubChem CID
171116444

Calculated Physicochemical Properties

Heavy Atoms 43
Rings 5
Aromatic Rings 1
Rotatable Bonds 8
Van der Waals Molecular Volume 589.54
Topological Polar Surface Area 157.41
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 5.08
Molar Refractivity 161.65

Admin

Created at
18th Nov 2022
Updated at
21st Nov 2022