Structure Database (LMSD)

Common Name
Scabrasterone
Systematic Name
2β,3β,11α,14α,20R,25-hexahydroxy-5β-cholest-7-en-6-one
Synonyms
LM ID
LMST01010570
Formula
C27H44O7
Exact Mass
Calculate m/z
480.308705
Sum Composition
ST 27:2;O7
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
unclassified Vitex (#2649536)
Magnoliopsida (#3398)
Ecdysteroids of Vitex scabra stem bark.,
J Nat Prod, 2002
Pubmed ID: 12444704

String Representations

InChiKey (Click to copy)
ZETXKEIWBPSFMF-XFJPLMDYSA-N
InChi (Click to copy)
InChI=1S/C27H44O7/c1-23(2,32)8-6-9-26(5,33)21-7-10-27(34)16-12-17(28)15-11-18(29)19(30)13-24(15,3)22(16)20(31)14-25(21,27)4/h12,15,18-22,29-34H,6-11,13-14H2,1-5H3/t15-,18+,19-,20+,21-,22+,24-,25+,26-,27+/m0/s1
SMILES (Click to copy)
O[C@@H]1C[C@@]2([C@@]([C@]3([H])C([C@]4([C@](C[C@H]3O)([C@@](CC4)([H])[C@@](CCCC(O)(C)C)(C)O)C)O)=CC2=O)(C[C@@H]1O)C)[H]

Other Databases

PubChem CID
11092047

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 482.47
Topological Polar Surface Area 138.45
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 7
logP 3.57
Molar Refractivity 129.67

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Created at
24th May 2023
Updated at
24th May 2023