Structure Database (LMSD)

Common Name
Pregnanediol-3-glucuronide
Systematic Name
5β-Pregnane-3α,20α-diol-3α-glucuronide
Synonyms
LM ID
LMST05010073
Formula
C27H44O8
Exact Mass
Calculate m/z
496.30362
Sum Composition
ST 21:0;O2;GlcA
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroid conjugates [ST05]
Glucuronides [ST0501]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

Reactions

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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Human steroid biosynthesis, metabolism and excretion are differentially reflected by serum and urine steroid metabolomes: A comprehensive review.,
J Steroid Biochem Mol Biol, 2019
Pubmed ID: 31362062

String Representations

InChiKey (Click to copy)
ZFFFJLDTCLJDHL-JQYCEVDMSA-N
InChi (Click to copy)
InChI=1S/C27H44O8/c1-13(28)17-6-7-18-16-5-4-14-12-15(8-10-26(14,2)19(16)9-11-27(17,18)3)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h13-23,25,28-31H,4-12H2,1-3H3,(H,32,33)/t13-,14+,15+,16-,17+,18-,19-,20-,21-,22+,23-,25+,26-,27+/m0/s1
SMILES (Click to copy)
C1C[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(=O)O)O2)C[C@@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@H]([C@H](C)O)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

CHEBI ID
88765
PubChem CID
123796

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 481.54
Topological Polar Surface Area 138.75
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 4.31
Molar Refractivity 129.67

Admin

Created at
7th Sep 2022
Updated at
7th Sep 2022