Structure Database (LMSD)

O H HO HO H OH O
Common Name
Rubrosterone
Systematic Name
2β,3β,14α-trihydroxy-5β-androst-7-en-6,17-dione
Synonyms
LM ID
LMST02020137
Formula
C19H26O5
Exact Mass
Calculate m/z
334.178025
Sum Composition
ST 19:3;O5
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C19 steroids (androgens) and derivatives [ST0202]

String Representations

InChiKey (Click to copy)
OMQCWEJQYPUGJG-DTDIXVHCSA-N
InChi (Click to copy)
InChI=1S/C19H26O5/c1-17-9-15(22)14(21)8-12(17)13(20)7-11-10(17)3-5-18(2)16(23)4-6-19(11,18)24/h7,10,12,14-15,21-22,24H,3-6,8-9H2,1-2H3/t10-,12-,14+,15-,17+,18+,19+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@]2([C@@]([C@]3([H])C([C@]4([C@](CC3)(C(CC4)=O)C)O)=CC2=O)(C[C@@H]1O)C)[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Achyranthes aspera (#240005)
Magnoliopsida (#3398)
Structure of rubrosterone, a novel C19 metabolite of insect-moulting substances from Achyranthes rubrofusca,
Tetrahedron Letts, 1968

Other Databases

PubChem CID
12315102

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 4
Aromatic Rings
Rotatable Bonds
Van der Waals Molecular Volume 323.85
Topological Polar Surface Area 94.83
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 2.00
Molar Refractivity 87.49

Admin

Created at
24th May 2023
Updated at
24th May 2023