Structure Database (LMSD)

Common Name
Officinoterpenoside C
Systematic Name
2α,3β,24,29-tetrahydroxyolean-12-en-28-oic acid 28-O-β-d-glucopyranside
Synonyms
LM ID
LMPR0106150047
Formula
C37H60O11
Exact Mass
Calculate m/z
680.413565
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Oleanane triterpenoids [PR010615]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Salvia rosmarinus (#39367)
Magnoliopsida (#3398)
New terpenoid glycosides obtained from Rosmarinus officinalis L. aerial parts.,
Fitoterapia, 2014
Pubmed ID: 25200369

String Representations

InChiKey (Click to copy)
CYKADGBCIQYFTJ-JTKKEWTBSA-N
InChi (Click to copy)
InChI=1S/C37H60O11/c1-19-25-20-7-8-24-33(3)15-21(41)29(45)34(4,18-40)23(33)9-10-36(24,6)35(20,5)12-14-37(25,13-11-32(19,2)17-39)31(46)48-30-28(44)27(43)26(42)22(16-38)47-30/h7,19,21-30,38-45H,8-18H2,1-6H3/t19-,21-,22-,23-,24-,25+,26-,27+,28-,29+,30+,32+,33+,34-,35-,36-,37+/m1/s1
SMILES (Click to copy)
C1[C@@H](O)[C@H](O)[C@@](CO)(C)[C@]2([H])CC[C@@]3(C)[C@]4(C)CC[C@@]5(C(=O)O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O6)CC[C@@](C)(CO)[C@H](C)[C@@]5([H])C4=CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
171120744

Calculated Physicochemical Properties

Heavy Atoms 48
Rings 6
Aromatic Rings 0
Rotatable Bonds 6
Van der Waals Molecular Volume 665.91
Topological Polar Surface Area 199.44
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 11
logP 4.51
Molar Refractivity 178.72

Admin

Created at
15th Oct 2020
Updated at
15th Oct 2020