Structure Database (LMSD)

H O H OH H OH
Systematic Name
22,25-dihydroxycycloart-23E-en-3-one
Synonyms
LM ID
LMST01100041
Formula
C30H48O3
Exact Mass
Calculate m/z
456.360345
Sum Composition
ST 30:3;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cycloartanols and derivatives [ST0110]

String Representations

InChiKey (Click to copy)
FGKUHDXMDDMVEC-RNWKAILJSA-N
InChi (Click to copy)
InChI=1S/C30H48O3/c1-19(21(31)11-13-25(2,3)33)20-10-14-28(7)23-9-8-22-26(4,5)24(32)12-15-29(22)18-30(23,29)17-16-27(20,28)6/h11,13,19-23,31,33H,8-10,12,14-18H2,1-7H3/b13-11+/t19-,20+,21?,22-,23-,27+,28-,29+,30-/m0/s1
SMILES (Click to copy)
C1CC(=O)C(C)(C)[C@]2([H])CC[C@@]3([H])[C@]4(C)CC[C@]([H])([C@H](C)C(O)/C=C/C(O)(C)C)[C@@]4(C)CC[C@@]43C[C@]124

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Trichilia casaretti (#1640456)
Magnoliopsida (#3398)
New hydroperoxycycloartane-complete chemical shifts assignment of 13 C and 1 H-and cytotoxicity evaluation of cycloartanes isolated from Trichilia casaretti,
Nat Prod Res, 2021
Pubmed ID: 34881656

Other Databases

PubChem CID
101192455

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings
Rotatable Bonds 4
Van der Waals Molecular Volume 486.85
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 6.89
Molar Refractivity 133.52

Admin

Created at
10th Dec 2021
Updated at
10th Dec 2021