Structure Database (LMSD)

Common Name
3beta,11beta-dihydroxy-24,25,26,27-tetranor-cycloart-7-en-23,16beta-olide-3- O-beta-D-xylopyranoside
Systematic Name
3β,11β-dihydroxy-24,25,26,27-tetranor-9β,19-cyclo-lanost-7-en-23,16β-olide-3- O-β-D-xylopyranoside
Synonyms
LM ID
LMST01100016
Formula
C31H46O9
Exact Mass
Calculate m/z
562.314185
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

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

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Actaea heracleifolia (#64034)
Magnoliopsida (#3398)
Six new cycloartane glycosides from cimicifuga rhizome.,
Chem Pharm Bull (Tokyo), 2011
Pubmed ID: 21963633

String Representations

InChiKey (Click to copy)
GRTZQQYCMNOPBW-AACOFWMHSA-N
InChi (Click to copy)
InChI=1S/C31H46O9/c1-14-10-20(34)40-24-21(14)28(4)11-18(33)31-13-30(31)9-8-19(39-26-23(36)22(35)15(32)12-38-26)27(2,3)16(30)6-7-17(31)29(28,5)25(24)37/h7,14-16,18-19,21-26,32-33,35-37H,6,8-13H2,1-5H3/t14-,15-,16+,18+,19+,21+,22+,23-,24-,25+,26+,28-,29-,30-,31+/m1/s1
SMILES (Click to copy)
C1C[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)CO2)C(C)(C)[C@]2([H])CC=C3[C@]4(C)[C@@H](O)[C@@H]5OC(=O)C[C@@H](C)[C@]5([H])[C@@]4(C)C[C@H](O)[C@@]43C[C@]124

Other Databases

PubChem CID
171119002

Calculated Physicochemical Properties

Heavy Atoms 40
Rings 7
Aromatic Rings 0
Rotatable Bonds 2
Van der Waals Molecular Volume 532.17
Topological Polar Surface Area 150.05
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 4.25
Molar Refractivity 145.90

Admin

Created at
11th Sep 2020
Updated at
11th Sep 2020