Structure Database (LMSD)

Common Name
3,4,17-trihydroxy-9,10-seco-androsta-1,3,5(10)-triene-9-one
Systematic Name
3,4,17β-trihydroxy-9,10-seco-androsta-1,3,5(10)-triene-9-one
Synonyms
LM ID
LMST02020116
Status
Active
Exact Mass
Calculate m/z
318.18311
Formula
C19H26O4
Abbrev
ST 19:3;O4
Show lipids differing only in stereochemistry/bond geometry
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MDLMOL SDF CSV TSV
MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".

Main

Classification

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

String Representations

InChiKey (Click to copy)
XRMKFJVUFYGENU-IPQUUHLSSA-N
InChi (Click to copy)
InChI=1S/C19H26O4/c1-11-3-7-16(21)18(23)12(11)4-5-13-14-6-8-17(22)19(14,2)10-9-15(13)20/h3,7,13-14,17,21-23H,4-6,8-10H2,1-2H3/t13-,14-,17-,19-/m0/s1
SMILES (Click to copy)
C1C(C)=C(CC[C@@]2([H])[C@]3([H])CC[C@H](O)[C@@]3(C)CCC2=O)C(O)=C(O)C=1

References

Reference
Po-Hsiang Wang, Yann-Lii Leu, Wael Ismail, Sen-Lin Tang,
Ching-Yen Tsai, Hsing-Ju Chen, Ann-Tee Kao, and Yin-Ru Chiang
Anaerobic and aerobic cleavage of the steroid core ring structure
by Steroidobacter denitrificans
J. Lipid Res. 2013 54:(5) 1493-1504

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Steroidobacter denitrificans (#465721)
Gammaproteobacteria (#1236)
Anaerobic and aerobic cleavage of the steroid core ring structure by Steroidobacter denitrificans.,
J Lipid Res, 2013
Pubmed ID: 23458847

Other Databases

PubChem CID
73242223
SwissLipids ID
SLM:000485321

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 3
Aromatic Rings 1
Rotatable Bonds 3
Van der Waals Molecular Volume 313.88
Topological Polar Surface Area 77.76
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 3.38
Molar Refractivity 87.91

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Updated at
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