Structure Database (LMSD)

Common Name
Clathroid A
Systematic Name
20-oxo-5α-pregnan-3β,12β,16β-triol 3β-yl pent-3E-enoate 3
Synonyms
LM ID
LMST02030242
Formula
C26H40O5
Exact Mass
Calculate m/z
432.287575
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Clathria (#81539)
Demospongiae (#6042)
Anti-inflammatory pregnane-type steroid derivatives clathroids A-B from the marine Microcionidae sponge Clathria (Thalysias) vulpina: Prospective duel inhibitors of pro-inflammatory cyclooxygenase-2 and 5-lipoxygenase.,
Steroids, 2021
Pubmed ID: 33971206

String Representations

InChiKey (Click to copy)
GXTCDXSDLYZXJO-SPVZTFGQSA-N
InChi (Click to copy)
InChI=1S/C26H40O5/c1-5-6-7-23(30)31-17-10-11-25(3)16(12-17)8-9-18-19(25)14-22(29)26(4)20(18)13-21(28)24(26)15(2)27/h5-6,16-22,24,28-29H,7-14H2,1-4H3/b6-5+/t16-,17-,18+,19-,20-,21-,22+,24-,25-,26+/m0/s1
SMILES (Click to copy)
[C@@]12([H])C[C@H](O)[C@]([H])(C(=O)C)[C@@]1(C)[C@H](O)C[C@]1([H])[C@@]3(C)CC[C@H](OC(=O)C/C=C/C)C[C@]3([H])CC[C@@]21[H]

Other Databases

PubChem CID
171119621

Calculated Physicochemical Properties

Heavy Atoms 31
Rings 4
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 444.95
Topological Polar Surface Area 83.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 5
logP 4.91
Molar Refractivity 119.52

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Created at
13th May 2021
Updated at
13th May 2021