LIPID MAPS

Structure Database (LMSD)

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Common Name

1beta-hydroxybufalin

Systematic Name

1β,3β,14β-trihydroxy-5β-bufa-20,22-dienolide

Synonyms

LM ID

LMST01130021

Formula

C₂₄H₃₄O₅

Exact Mass

Calculate m/z

402.240625

Sum Composition

ST 24:4;O5

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

Duttaphrynus melanostictus (#30335)

Amphibia (#8292)

Isolation and structure of five new cancer cell growth inhibitory bufadienolides from the Chinese traditional drug Ch'an Su.,
J Nat Prod, 2001

Pubmed ID: 11575946

String Representations

InChiKey (Click to copy)

IMWIOPJWKFUVSV-YXVUHCRDSA-N

InChi (Click to copy)

InChI=1S/C24H34O5/c1-22-9-7-18-19(5-4-15-11-16(25)12-20(26)23(15,18)2)24(22,28)10-8-17(22)14-3-6-21(27)29-13-14/h3,6,13,15-20,25-26,28H,4-5,7-12H2,1-2H3/t15-,16-,17-,18+,19-,20-,22-,23+,24+/m1/s1

SMILES (Click to copy)

[C@H]1(O)[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])(C5=COC(=O)C=C5)CC[C@]4(O)[C@]3([H])CC[C@]2([H])C[C@@H](O)C1

Other Databases

PubChem CID

10993111

Calculated Physicochemical Properties

Heavy Atoms 29

Rings 5

Aromatic Rings 1

Rotatable Bonds 1

Van der Waals Molecular Volume 387.09

Topological Polar Surface Area 90.90

Hydrogen Bond Donors 3

Hydrogen Bond Acceptors 5

logP 4.97

Molar Refractivity 109.95

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Created at

13th May 2020

Updated at