LIPID MAPS

Structure Database (LMSD)

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Systematic Name

(7E)-(3S,6S)-6,19-cyclo-9,10-seco-5(10),7-cholestadien-3-ol

Synonyms

LM ID

LMST03020230

Formula

C₂₇H₄₄O

Exact Mass

Calculate m/z

384.339215

Status

Active

Show lipids differing only in stereochemistry/bond geometry

Main

Classification

String Representations

InChiKey (Click to copy)

XDJIBTPXDQQNLP-ACRGJXSGSA-N

InChi (Click to copy)

InChI=1S/C27H44O/c1-18(2)7-5-8-19(3)25-12-13-26-21(9-6-14-27(25,26)4)16-22-15-20-10-11-23(28)17-24(20)22/h16,18-19,22-23,25-26,28H,5-15,17H2,1-4H3/b21-16+/t19-,22+,23+,25-,26+,27-/m1/s1

SMILES (Click to copy)

[C@@]1([H])(CC2CC[C@H](O)CC1=2)/C=C1/[C@]2([H])CC[C@@]([C@@](C)([H])CCCC(C)C)([H])[C@@]2(C)CCC/1

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

The “overirradiation products” of previtamin D and tachysterol: Toxisterols,
J. R. Neth. Chem. Soc., 1977

DOI: 10.1002/recl.19770960405

Other Databases

CHEBI ID

173065

LIPIDBANK ID

VVD0257

PubChem CID

9547429

Calculated Physicochemical Properties

Heavy Atoms 28

Rings 4

Aromatic Rings 0

Rotatable Bonds 6

Van der Waals Molecular Volume 429.73

Topological Polar Surface Area 20.23

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 1

logP 7.74

Molar Refractivity 119.61

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Created at

Updated at

31st Jan 2024