Structure Database (LMSD)

Common Name
23R,24S-diacetoxy-3beta,15alpha,25-trihydroxy-cycloart-7-en-16-one-3-O-beta-D-xylopyranoside
Systematic Name
23R,24S-diacetoxy-3β,15α,25-trihydroxy-cyclo-lanost-7-en-16one-3- O-β-D-xylopyranoside
Synonyms
LM ID
LMST01100017
Formula
C39H60O12
Exact Mass
Calculate m/z
720.40848
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)
REJVIGQRBBRIJE-CUBBNAKDSA-N
InChi (Click to copy)
InChI=1S/C39H60O12/c1-19(16-23(49-20(2)40)32(35(6,7)47)50-21(3)41)27-29(44)31(46)37(9)25-11-10-24-34(4,5)26(51-33-30(45)28(43)22(42)17-48-33)12-13-38(24)18-39(25,38)15-14-36(27,37)8/h11,19,22-24,26-28,30-33,42-43,45-47H,10,12-18H2,1-9H3/t19-,22-,23-,24+,26+,27+,28+,30-,31+,32+,33+,36-,37-,38-,39+/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](OC(=O)C)C(O)(C)C)([H])[C@@]4(C)CC[C@@]43C[C@]124

Other Databases

PubChem CID
54672305

Calculated Physicochemical Properties

Heavy Atoms 51
Rings 6
Aromatic Rings 0
Rotatable Bonds 11
Van der Waals Molecular Volume 704.02
Topological Polar Surface Area 191.35
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 12
logP 5.84
Molar Refractivity 187.56

Admin

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