LIPID MAPS

Structure Database (LMSD)

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Common Name

Wrightiamine B

Systematic Name

20S-amino-5α-pregnan-3-one

Synonyms

LM ID

LMST02030317

Formula

C₂₁H₃₅NO

Exact Mass

Calculate m/z

317.271864

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

View NP-MRD ID(NMR) spectrum

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Wrightia (#69390)

Magnoliopsida (#3398)

Wrightiamines A and B, two new cytotoxic pregnane alkaloids from Wrightia javanica.,
Chem Pharm Bull (Tokyo), 2003

Pubmed ID: 12808258

String Representations

InChiKey (Click to copy)

HUZKCJXXNQCADJ-SKLBOBKVSA-N

InChi (Click to copy)

InChI=1S/C21H35NO/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h13-14,16-19H,4-12,22H2,1-3H3/t13-,14-,16-,17+,18-,19-,20-,21+/m0/s1

SMILES (Click to copy)

C1CC(=O)C[C@]2([H])CC[C@@]3([H])[C@]4([H])CC[C@]([H])([C@@H](N)C)[C@@]4(C)CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID

11012575

Calculated Physicochemical Properties

Heavy Atoms 23

Rings 4

Aromatic Rings

Rotatable Bonds 1

Van der Waals Molecular Volume 339.57

Topological Polar Surface Area 43.09

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 2

logP 4.85

Molar Refractivity 94.39

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Created at

6th Dec 2023

Updated at