Structure Database (LMSD)

Systematic Name
18-hydroxypregna-1,4,20-trien-3-one
Synonyms
LM ID
LMST02030209
Formula
C21H28O2
Exact Mass
Calculate m/z
312.20893
Sum Composition
ST 21:4;O2
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

References

Reference
Marine Sterols
R. G. Kerr and B. J. Baker
Marine sterols. Nat. Prod. Rep. 8, 465-497

String Representations

InChiKey (Click to copy)
LPXBEBAANZZYRB-HIQBCGIASA-N
InChi (Click to copy)
InChI=1S/C21H28O2/c1-3-14-5-7-19-17-6-4-15-12-16(23)8-10-20(15,2)18(17)9-11-21(14,19)13-22/h3,8,10,12,14,17-19,22H,1,4-7,9,11,13H2,2H3/t14-,17+,18-,19-,20-,21-/m0/s1
SMILES (Click to copy)
C1[C@]2(C)[C@@]3([H])CC[C@]4(CO)[C@@H](C=C)CC[C@@]4([H])[C@]3([H])CCC2=CC(=O)C=1

Other Databases

CHEBI ID
186912
PubChem CID
20847454

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 4
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 329.44
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 4.35
Molar Refractivity 92.20

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Updated at
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