LIPID MAPS

Structure Database (LMSD)

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Common Name

3alpha,7beta,15beta-trihydroxy-5beta-pregnan-20-one

Systematic Name

3α,7β,15β-trihydroxy-5β-pregnan-20-one

Synonyms

5beta-pregnan-3alpha,7beta,15beta-diol-20-one

LM ID

LMST02030313

Formula

C₂₁H₃₄O₄

Exact Mass

Calculate m/z

350.24571

Sum Composition

ST 21:1;O4

Status

Active

Show lipids differing only in stereochemistry/bond geometry

No other lipid differing only in stereochemistry/bond geometry found

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Necrophila americana (#219407)

Insecta (#50557)

Defensive steroids from a carrion beetle (Silpha americana).,
Experientia, 1985

Pubmed ID: 3987876

String Representations

InChiKey (Click to copy)

XNAJGYZYRDOIBO-AKXHAFTQSA-N

InChi (Click to copy)

InChI=1S/C21H34O4/c1-11(22)15-10-17(25)19-18-14(5-7-21(15,19)3)20(2)6-4-13(23)8-12(20)9-16(18)24/h12-19,23-25H,4-10H2,1-3H3/t12-,13+,14-,15+,16-,17+,18-,19-,20-,21+/m0/s1

SMILES (Click to copy)

[C@H]1(O)C[C@@]2([H])[C@@](C)([C@@]3([H])CC[C@@]4([C@@H](C(=O)C)C[C@@H](O)[C@@]4([H])[C@]13[H])C)CC[C@@H](O)C2

Other Databases

PubChem CID

171117842

Calculated Physicochemical Properties

Heavy Atoms 25

Rings 4

Aromatic Rings

Rotatable Bonds 1

Van der Waals Molecular Volume 354.94

Topological Polar Surface Area 77.76

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 4

logP 3.40

Molar Refractivity 96.22

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Created at

5th Dec 2023

Updated at