Structure Database (LMSD)

Common Name
3-(14-Hydroxy-tetradecanoyl)-(3β,5β,14β)-3beta,5beta,14beta-trihydroxy-19-norbufa-20,22-dienlide
Systematic Name
3β,5β,14β-trihydroxy-19-nor-bufa-20,22-dienolide-3β-yl-14-hydroxy-tetradecanoate
Synonyms
LM ID
LMST01020145
Formula
C37H58O7
Exact Mass
Calculate m/z
614.418255
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Steryl esters [ST0102]
Bufanolides and derivatives [ST0113]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Bufo gargarizans (#30331)
Amphibia (#8292)
Bufadienolide-Fatty Acid Conjugates from the Fertilized Eggs of Toad Bufo gargarizans: Isolation, Characterization, Toxicity, and Antiproliferative Evaluation.,
J Agric Food Chem, 2024
Pubmed ID: 39051843

String Representations

InChiKey (Click to copy)
DKSXYHIQNKPJMU-RSROOBPASA-N
InChi (Click to copy)
InChI=1S/C37H58O7/c1-35-21-18-29-31-16-15-28(44-34(40)13-11-9-7-5-3-2-4-6-8-10-12-24-38)25-36(31,41)22-19-32(29)37(35,42)23-20-30(35)27-14-17-33(39)43-26-27/h14,17,26,28-32,38,41-42H,2-13,15-16,18-25H2,1H3/t28-,29+,30+,31?,32+,35+,36-,37-/m0/s1
SMILES (Click to copy)
O(C(CCCCCCCCCCCCCO)=O)[C@@H]1C[C@]2(O)C([C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC2)CC1

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 5
Aromatic Rings 1
Rotatable Bonds 16
Van der Waals Molecular Volume 626.93
Topological Polar Surface Area 117.20
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 7
logP 9.23
Molar Refractivity 172.25

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Created at
15th Aug 2024
Updated at
15th Aug 2024