Structure Database (LMSD)

Common Name
Withacnistin
Systematic Name
5β,6β:22R,26-diepoxyergosta-18-acetoxy-4β-hydroxy-2,24-diene-1,26-dione
Synonyms
LM ID
LMST01160052
Formula
C30H40O7
Exact Mass
Calculate m/z
512.277405
Sum Composition
ST 30:7;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Withanolides and derivatives [ST0116]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Acnistus arborescens (#362341)
Magnoliopsida (#3398)
Tumor inhibitors. XXXIX. Active principles of Acnistus arborescens. Isolation and structural and spectral studies of withaferin A and withacnistin.,
J Org Chem, 1969
Pubmed ID: 5357526

String Representations

InChiKey (Click to copy)
ZQEYWCXMRUYTGT-ODBZFNPSSA-N
InChi (Click to copy)
InChI=1S/C30H40O7/c1-15-12-23(36-27(34)16(15)2)17(3)20-6-7-22-19-13-26-30(37-26)25(33)9-8-24(32)28(30,5)21(19)10-11-29(20,22)14-35-18(4)31/h8-9,17,19-23,25-26,33H,6-7,10-14H2,1-5H3/t17-,19+,20+,21-,22-,23+,25-,26+,28-,29-,30+/m0/s1
SMILES (Click to copy)
O1[C@@H]2C[C@@]3([H])[C@]4([H])CC[C@]([H])([C@H](C)[C@@]5([H])CC(C)=C(C)C(=O)O5)[C@@]4(COC(C)=O)CC[C@]3([H])[C@]3(C(C=C[C@@H]([C@]132)O)=O)C

Other Databases

PubChem CID
54606507

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 6
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 501.73
Topological Polar Surface Area 104.50
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 7
logP 5.35
Molar Refractivity 136.55

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Created at
17th Dec 2021
Updated at
17th Dec 2021