Structure Database (LMSD)

Common Name
Turkesterone-2-O-Cinnamate
Systematic Name
2-O-Cinnamoyloxy-2β,3β,11α,14α,20,22R,25-heptahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010597
Formula
C36H50O9
Exact Mass
Calculate m/z
626.345485
Sum Composition
ST 36:8;O9
Status
Curated
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
Leuzea uniflora (#362646)
Magnoliopsida (#3398)
New Flavonoids and Turkesterone-2-O-Cinnamate from Leaves of Rhaponticum uniflorum,
Phytochem Anal, 2019

String Representations

InChiKey (Click to copy)
QZGAWXSFLXUDMD-ZVJLAVJRSA-N
InChi (Click to copy)
InChI=1S/C36H50O9/c1-32(2,42)15-14-29(40)35(5,43)28-13-16-36(44)23-18-24(37)22-17-25(38)27(45-30(41)12-11-21-9-7-6-8-10-21)20-33(22,3)31(23)26(39)19-34(28,36)4/h6-12,18,22,25-29,31,38-40,42-44H,13-17,19-20H2,1-5H3/b12-11+/t22-,25+,26+,27-,28-,29+,31+,33-,34+,35+,36+/m0/s1
SMILES (Click to copy)
C1[C@H](OC(=O)/C=C/C2=CC=CC=C2)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@]([C@H](O)C[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H](O)CCC(O)(C)C)C)([H])[C@]21C

Other Databases

PubChem CID
171117804

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 5
Aromatic Rings 1
Rotatable Bonds 9
Van der Waals Molecular Volume 619.29
Topological Polar Surface Area 164.75
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 9
logP 5.09
Molar Refractivity 170.92

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Created at
6th Oct 2023
Updated at
6th Oct 2023