Structure Database (LMSD)

Common Name
Cyathsterone B
Systematic Name
(22R,24R,25S,26S))-2β,3β,14α,20R-33-pentahydroxy-26α-butoxy-6-oxo-stigmast-7-ene-22,26-lactone
Synonyms
LM ID
LMST01040282
Formula
C33H54O8
Exact Mass
Calculate m/z
578.38187
Sum Composition
ST 33:3;O8
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Stigmasterols and C24-ethyl derivatives [ST0104]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cyathula officinalis (#384660)
Magnoliopsida (#3398)
Undescribed ecdysteroids and phenolic glycosides from the roots of Cyathula officinalis Kuan and their anti-inflammatory activity in LPS-induced RAW 264.7 macrophages in vitro,
Phytochemistry, 2022

String Representations

InChiKey (Click to copy)
LLNNORAXLYAWHE-LBGAWNPSSA-N
InChi (Click to copy)
InChI=1S/C33H54O8/c1-6-8-13-40-29-20(18-34)19(7-2)14-28(41-29)32(5,38)27-10-12-33(39)22-15-24(35)23-16-25(36)26(37)17-30(23,3)21(22)9-11-31(27,33)4/h15,19-21,23,25-29,34,36-39H,6-14,16-18H2,1-5H3/t19-,20-,21+,23+,25-,26+,27+,28-,29+,30-,31-,32-,33-/m1/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@]4(O)CC[C@]([H])([C@@](C)(O)[C@@H]5O[C@H](OCCCC)[C@H](CO)[C@H](CC)C5)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
171119985

Calculated Physicochemical Properties

Heavy Atoms 41
Rings 5
Aromatic Rings
Rotatable Bonds 8
Van der Waals Molecular Volume 582.70
Topological Polar Surface Area 138.75
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 5.80
Molar Refractivity 157.61

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Created at
24th Jan 2022
Updated at
24th Jan 2022