Structure Database (LMSD)

Common Name
Aldosterone 18-glucuronide
Systematic Name
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(2S,14R,16R)-2-(2-hydroxyacetyl)-14-methyl-11-oxo-17-oxapentacyclo[14.2.1.0^{1,5}.0^{6,15}.0^{9,14}]nonadec-9-en-18-yl]oxy}oxane-2-carboxylic acid
Synonyms
LM ID
LMST05010062
Formula
C27H36O11
Exact Mass
Calculate m/z
536.225765
Sum Composition
ST 21:4;O5;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 are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Glucuronide conjugates of aldosterone 1. The preparation and properties of two isomeric C-18 tri-0-acetyl glucuronide methyl esters of aldosterone 21-monoacetate (1),
Steroids, 1972

String Representations

InChiKey (Click to copy)
OMRIQCUHVVBJKI-QAUMJDADSA-N
InChi (Click to copy)
InChI=1S/C27H36O11/c1-26-7-6-12(29)8-11(26)2-3-13-14-4-5-15(16(30)10-28)27(14)9-17(18(13)26)36-25(27)38-24-21(33)19(31)20(32)22(37-24)23(34)35/h8,13-15,17-22,24-25,28,31-33H,2-7,9-10H2,1H3,(H,34,35)/t13-,14-,15+,17-,18+,19-,20-,21+,22-,24-,25?,26-,27+/m0/s1
SMILES (Click to copy)
O1[C@H](C(=O)O)[C@H]([C@@H]([C@H]([C@@H]1OC1O[C@H]2C[C@]31[C@@H](C(=O)CO)CC[C@@]3([H])[C@]1([H])CCC3=CC(=O)CC[C@]3(C)[C@]12[H])O)O)O

Other Databases

HMDB ID
HMDB0010345
PubChem CID
160706

Calculated Physicochemical Properties

Heavy Atoms 38
Rings 6
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 487.63
Topological Polar Surface Area 184.19
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 11
logP 2.21
Molar Refractivity 130.14

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Created at
-
Updated at
22nd Aug 2022