Structure Database (LMSD)

Common Name
5-Hydroxyabutasterone
Systematic Name
2β,3β,5β,14α,20,22R,24S,25-octahydroxy-cholest-7-en-6-one
Synonyms
LM ID
LMST01010590
Formula
C27H44O9
Exact Mass
Calculate m/z
512.298535
Sum Composition
ST 27:2;O9
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Polypodium vulgare (#58048)
Polypodiopsida (#241806)
New ecdysteroids from Polypodium vulgare,
Tetrahedron, 1994

String Representations

InChiKey (Click to copy)
VTQDNMCNLAYGSH-PFENJZEKSA-N
InChi (Click to copy)
InChI=1S/C27H44O9/c1-22(2,33)19(30)11-20(31)25(5,34)18-7-9-26(35)15-10-21(32)27(36)13-17(29)16(28)12-24(27,4)14(15)6-8-23(18,26)3/h10,14,16-20,28-31,33-36H,6-9,11-13H2,1-5H3/t14-,16-,17+,18-,19-,20+,23+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C12=CC([C@]3(O)C[C@@H](O)[C@@H](O)C[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2(O)CC[C@@]1([C@](O)(C)[C@H](O)C[C@H](O)C(O)(C)C)[H])=O

Other Databases

PubChem CID
102004055

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 500.05
Topological Polar Surface Area 178.91
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 9
logP 2.23
Molar Refractivity 133.55

Admin

Created at
4th Oct 2023
Updated at
4th Oct 2023