LIPID MAPS

Structure Database (LMSD)

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Common Name

Syriogenin

Systematic Name

3-β,12β,14β-trihydroxy-5-α-card-20(22)-enolide

Synonyms

LM ID

LMST01120062

Formula

C₂₃H₃₄O₅

Exact Mass

Calculate m/z

390.240626

Sum Composition

ST 23:3;O5

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Asclepias syriaca (#48545)

Magnoliopsida (#3398)

The structure of syriogenin,
Tetrahedron, 1974

DOI: 10.1016/S0040-4020(01)97039-5

String Representations

InChiKey (Click to copy)

SHIBSTMRCDJXLN-SXDIVCDASA-N

InChi (Click to copy)

InChI=1S/C23H34O5/c1-21-7-5-15(24)10-14(21)3-4-17-18(21)11-19(25)22(2)16(6-8-23(17,22)27)13-9-20(26)28-12-13/h9,14-19,24-25,27H,3-8,10-12H2,1-2H3/t14-,15-,16+,17+,18-,19+,21-,22-,23-/m0/s1

SMILES (Click to copy)

C1[C@@]2(C)[C@@]([H])(CC[C@]3([H])[C@]2([H])C[C@@H](O)[C@@]2(C)[C@]3(O)CC[C@]2([H])C2=CC(=O)OC2)C[C@@H](O)C1

Other Databases

PubChem CID

11870470

Calculated Physicochemical Properties

Heavy Atoms 28

Rings 5

Aromatic Rings

Rotatable Bonds 1

Van der Waals Molecular Volume 383.33

Topological Polar Surface Area 89.06

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 5

logP 3.72

Molar Refractivity 105.14

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Created at

2nd Jan 2025

Updated at