Structure Database (LMSD)

H OH HO HO O OH OH O O O OH O H
Common Name
12-beta-acetoxy-3beta,15alpha,16alpha,24alpha-tetrahydroxy25,26,27-trinor-16,24-cyclo-cycloart-7-en-23-one-3-O-beta-D-xylopyranoside
Systematic Name
12-β-acetoxy-3β,15α,16α,24α-tetrahydroxy25,26,27-trinor-16,24-cyclo-9β,19-cyclo-lanost-7-en-23-one-3-O-β-D-xylopyranoside
Synonyms
LM ID
LMST01100015
Formula
C34H50O11
Exact Mass
Calculate m/z
634.335315
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)
UURDLKUEUYKSTO-IBTWAYGKSA-N
InChi (Click to copy)
InChI=1S/C34H50O11/c1-15-11-17(36)26(40)34(42)25(15)31(6)22(44-16(2)35)12-33-14-32(33)10-9-21(45-27-24(39)23(38)18(37)13-43-27)29(3,4)19(32)7-8-20(33)30(31,5)28(34)41/h8,15,18-19,21-28,37-42H,7,9-14H2,1-6H3/t15-,18-,19+,21+,22-,23+,24-,25-,26+,27+,28-,30-,31-,32-,33+,34-/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@]5(O)[C@@H](O)C(=O)C[C@@H](C)[C@]5([H])[C@@]4(C)[C@H](OC(=O)C)C[C@@]43C[C@]124

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

Other Databases

PubChem CID
54672303

Calculated Physicochemical Properties

Heavy Atoms 45
Rings 7
Aromatic Rings 0
Rotatable Bonds 4
Van der Waals Molecular Volume 599.01
Topological Polar Surface Area 185.28
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 11
logP 3.86
Molar Refractivity 162.05

Admin

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