Structure Database (LMSD)

Common Name
Psi-bufarenogin L-lactate
Systematic Name
11-oxo-3β,12α,14β-trihydroxy-5β-bufa-20,22-dienolide 3-O-L-lactate
Synonyms
LM ID
LMST01130061
Formula
C27H36O8
Exact Mass
Calculate m/z
488.24102
Sum Composition
ST 27:6;O8
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Bufanolides and derivatives [ST0113]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bufo gargarizans (#30331)
Amphibia (#8292)
Bufadienolides from the Eggs of the Toad Bufo bufo gargarizans and Their Antimelanoma Activities.,
J Nat Prod, 2021
Pubmed ID: 33882233

String Representations

InChiKey (Click to copy)
WPXOXAAJRRGFQT-WRRWTXOWSA-N
InChi (Click to copy)
InChI=1S/C27H36O8/c1-14(28)24(32)35-17-8-10-25(2)16(12-17)5-6-19-21(25)22(30)23(31)26(3)18(9-11-27(19,26)33)15-4-7-20(29)34-13-15/h4,7,13-14,16-19,21,23,28,31,33H,5-6,8-12H2,1-3H3/t14-,16+,17-,18+,19+,21+,23-,25-,26-,27-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])C(=O)[C@H](O)[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC[C@]2([H])C[C@@H](OC(=O)[C@@H](O)C)C1

Other Databases

PubChem CID
171121012

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings 1
Rotatable Bonds 4
Van der Waals Molecular Volume 460.08
Topological Polar Surface Area 134.27
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 8
logP 4.37
Molar Refractivity 126.40

Admin

Created at
26th Apr 2021
Updated at
26th Apr 2021