LIPID MAPS

Structure Database (LMSD)

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Common Name

Acaulesterone

Systematic Name

2β,3β,11α,20β,22α,24,28-heptahydroxy-6-oxo-stigmast-7-en-25,29-lactone

Synonyms

LM ID

LMST01040272

Formula

C₂₉H₄₄O₁₁

Exact Mass

Calculate m/z

568.288365

Sum Composition

ST 29:4;O11

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

FHHPAOMWMLUKQV-OMGVEKSDSA-N

InChi (Click to copy)

InChI=1S/C29H44O11/c1-24(2)29(39,22(35)23(36)40-24)12-20(34)27(5,37)19-6-7-28(38)14-9-15(30)13-8-16(31)17(32)10-25(13,3)21(14)18(33)11-26(19,28)4/h9,13,16-22,31-35,37-39H,6-8,10-12H2,1-5H3/t13-,16+,17-,18+,19-,20+,21+,22?,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](O)CC5(O)C(C)(C)OC(=O)C5O)[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

171119177

Calculated Physicochemical Properties

Heavy Atoms 40

Rings 5

Aromatic Rings 0

Rotatable Bonds 4

Van der Waals Molecular Volume 537.23

Topological Polar Surface Area 207.28

Hydrogen Bond Donors 8

Hydrogen Bond Acceptors 11

logP 1.67

Molar Refractivity 142.81

Admin

Created at

30th Mar 2021

Updated at