Structure Database (LMSD)

Common Name
Arvenin IV
Systematic Name
Synonyms
  • Cucurbitacin R 2-O-beta-D-glucoside
LM ID
LMST01010411
Formula
C36H56O12
Exact Mass
Calculate m/z
680.377181
Sum Composition
ST 30:4;O7;Hex
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Cholesterol and derivatives [ST0101]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Anagallis arvensis (#4337)
Magnoliopsida (#3398)
Isolation and structures of arvenins from Anagallis arvensis L. (Primulaceae). New cucurbitacin glucosides.,
Chem Pharm Bull (Tokyo), 1978
Pubmed ID: 729108

String Representations

InChiKey (Click to copy)
NWOBCRRKTPFKMK-DZVMZPAQSA-N
InChi (Click to copy)
InChI=1S/C36H56O12/c1-31(2,45)12-11-23(39)36(8,46)28-19(38)14-33(5)22-10-9-17-18(35(22,7)24(40)15-34(28,33)6)13-20(29(44)32(17,3)4)47-30-27(43)26(42)25(41)21(16-37)48-30/h9,18-22,25-28,30,37-38,41-43,45-46H,10-16H2,1-8H3/t18-,19-,20+,21-,22+,25-,26+,27-,28+,30-,33+,34-,35+,36+/m1/s1
SMILES (Click to copy)
[C@@]12(C)C[C@H]([C@]([H])([C@](O)(C)C(=O)CCC(C)(C)O)[C@@]1(C)CC([C@@]1(C)[C@]3([H])C[C@@H](C(=O)C(C)(C)C3=CC[C@@]21[H])O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)=O)O

Other Databases

PubChem CID
102277616

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 5
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 664.48
Topological Polar Surface Area 213.35
Hydrogen Bond Donors 7
Hydrogen Bond Acceptors 12
logP 3.84
Molar Refractivity 176.04

Admin

Created at
15th Sep 2020
Updated at
28th Jan 2021