Structure Database (LMSD)

Common Name
Officinoterpenoside B
Systematic Name
2α,3β,19-trihydroxyursan-12-en-28-oic acid 28-O-β-d-glucopyranosyl-(1-2)-β-d-glucopyranoside
Synonyms
LM ID
LMPR0106180028
Formula
C42H68O15
Exact Mass
Calculate m/z
812.455825
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]
Taraxastane, ursane and bauerane triterpenoids [PR010618]

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)
LAAQDTGBDMDDMK-GAYJKOJDSA-N
InChi (Click to copy)
InChI=1S/C42H68O15/c1-19-10-13-42(36(52)57-35-31(29(49)27(47)23(18-44)55-35)56-34-30(50)28(48)26(46)22(17-43)54-34)15-14-39(5)20(32(42)41(19,7)53)8-9-25-38(4)16-21(45)33(51)37(2,3)24(38)11-12-40(25,39)6/h8,19,21-35,43-51,53H,9-18H2,1-7H3/t19-,21-,22-,23-,24+,25-,26-,27-,28+,29+,30-,31-,32-,33+,34+,35+,38+,39-,40-,41-,42+/m1/s1
SMILES (Click to copy)
C1[C@@H](O)[C@H](O)C(C)(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]7[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O7)[C@@H](O)[C@H](O)[C@@H](CO)O6)CC[C@@H](C)[C@](O)(C)[C@@]5([H])C4=CC[C@]3([H])[C@@]12C

Other Databases

PubChem CID
171120743

Calculated Physicochemical Properties

Heavy Atoms 57
Rings 7
Aromatic Rings 0
Rotatable Bonds 7
Van der Waals Molecular Volume 775.21
Topological Polar Surface Area 260.43
Hydrogen Bond Donors 10
Hydrogen Bond Acceptors 15
logP 4.55
Molar Refractivity 207.95

Admin

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