Structure Database (LMSD)

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

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Secosteroids [ST03]
Vitamin D3 and derivatives [ST0302]

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

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

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

Admin

Created at
-
Updated at
31st Jan 2024