LIPID MAPS

Structure Database (LMSD)

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Common Name

Rhapocasterone A

Systematic Name

Stigmast-7-en-29-al,2β,3β,11α,20α,22R,28R-hexahydroxy-6-oxo, cyclic 22,29-hemiacetal

Synonyms

LM ID

LMST01040274

Formula

C₂₉H₄₄O₉

Exact Mass

Calculate m/z

536.298535

Sum Composition

ST 29:4;O9

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

OCWFUZDLPYVGLK-XINHGEHYSA-N

InChi (Click to copy)

InChI=1S/C29H44O9/c1-13(2)14-8-22(38-25(35)24(14)34)28(5,36)21-6-7-29(37)16-10-17(30)15-9-18(31)19(32)11-26(15,3)23(16)20(33)12-27(21,29)4/h10,15,18-25,31-37H,6-9,11-12H2,1-5H3/t15-,18+,19-,20+,21-,22+,23+,24+,25-,26-,27+,28+,29+/m0/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@](O)(C)[C@@H]5O[C@H](O)[C@H](O)/C(=C(\C)/C)/C5)[C@@]4(C)C[C@@H](O)[C@]3([H])[C@@]12C

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rhaponticum acaule (#41639)

Magnoliopsida (#3398)

Ecdysteroids from the underground parts of Rhaponticum acaule (L.) DC.,
Phytochemistry, 2020

Pubmed ID: 33049649

Other Databases

PubChem CID

171121057

Calculated Physicochemical Properties

Heavy Atoms 38

Rings 5

Aromatic Rings 0

Rotatable Bonds 2

Van der Waals Molecular Volume 519.65

Topological Polar Surface Area 169.98

Hydrogen Bond Donors 7

Hydrogen Bond Acceptors 9

logP 3.01

Molar Refractivity 140.43

Admin

Created at

31st Mar 2021

Updated at