Structure Database (LMSD)

Common Name
7,8beta-dihydroponasterone A
Systematic Name
(22R)-2β,3β,14α,20,22-pentahydroxy-5β-cholestane-6-one
Synonyms
LM ID
LMST01010521
Formula
C27H46O6
Exact Mass
Calculate m/z
466.32944
Sum Composition
ST 27:1;O6
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
Taxus cuspidata (#99806)
Pinopsida (#58019)
7,8beta-dihydroponasterone A, a new phytoecdysteroid from the needles of the Japanese Yew, Taxus cuspidata,
J Braz Chem Soc, 2007

String Representations

InChiKey (Click to copy)
XKRVOXLOQKYJKV-ORCMZSNMSA-N
InChi (Click to copy)
InChI=1S/C27H46O6/c1-15(2)6-7-23(31)26(5,32)22-9-11-27(33)17-12-19(28)18-13-20(29)21(30)14-24(18,3)16(17)8-10-25(22,27)4/h15-18,20-23,29-33H,6-14H2,1-5H3/t16-,17+,18-,20+,21-,22-,23+,24+,25+,26+,27+/m0/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@]([H])(C(=O)C[C@]3([H])[C@]2([H])CC[C@@]2(C)[C@@]3(O)CC[C@]2([H])[C@]([C@H](O)CCC(C)C)(O)C)C[C@@H](O)[C@H]1O

Other Databases

PubChem CID
101187643

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 4
Aromatic Rings
Rotatable Bonds 5
Van der Waals Molecular Volume 476.32
Topological Polar Surface Area 118.22
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 6
logP 4.25
Molar Refractivity 127.73

Admin

Created at
18th Jul 2022
Updated at
18th Jul 2022