Structure Database (LMSD)

Common Name
23R,acetoxy-3beta,15alpha,24R,25-tetrahydroxy-cycloart-7-en-16-one-3-O-beta-D-xylopyranoside
Systematic Name
23R,acetoxy-3β,15α,24R,25-tetrahydroxy-cyclo-lanost-7-en-16one-3- O-β-D-xylopyranoside
Synonyms
LM ID
LMST01100018
Formula
C37H58O11
Exact Mass
Calculate m/z
678.397915
Status
Curated
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)
HMBXWIISEWSWQK-QMIZWMDOSA-N
InChi (Click to copy)
InChI=1S/C37H58O11/c1-18(15-21(47-19(2)38)29(43)33(5,6)45)25-27(41)30(44)35(8)23-10-9-22-32(3,4)24(48-31-28(42)26(40)20(39)16-46-31)11-12-36(22)17-37(23,36)14-13-34(25,35)7/h10,18,20-22,24-26,28-31,39-40,42-45H,9,11-17H2,1-8H3/t18-,20-,21-,22+,24+,25+,26+,28-,29-,30+,31+,34-,35-,36-,37+/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(=O)[C@@]([C@H](C)C[C@@H](OC(=O)C)[C@@H](O)C(O)(C)C)([H])[C@@]4(C)CC[C@@]43C[C@]124

Other Databases

PubChem CID
54672377

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 6
Aromatic Rings 0
Rotatable Bonds 9
Van der Waals Molecular Volume 663.27
Topological Polar Surface Area 185.28
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 5.27
Molar Refractivity 178.01

Admin

Created at
11th Sep 2020
Updated at
28th Jan 2021