LIPID MAPS

Structure Database (LMSD)

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Common Name

3-O-alpha-L-arabinosyl oleanolic acid

Systematic Name

3β-O-α-L-arabinosyl hydroxyolean-12-en-28-oic acid

Synonyms

3-O-L-AO

LM ID

LMPR01060036

Formula

C₃₅H₅₆O₇

Exact Mass

Calculate m/z

588.402605

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Schumacheria castaneifolia (#1815891)

Magnoliopsida (#3398)

Identification of 3-O-α-l-arabinosyl oleanolic acid, a triterpenoid saponin, as a new breast cancer stem cell growth inhibitor.,
Nat Prod Res, 2021

Pubmed ID: 34058937

String Representations

InChiKey (Click to copy)

HZLWUYJLOIAQFC-HRDZKRTASA-N

InChi (Click to copy)

InChI=1S/C35H56O7/c1-30(2)14-16-35(29(39)40)17-15-33(6)20(21(35)18-30)8-9-24-32(5)12-11-25(31(3,4)23(32)10-13-34(24,33)7)42-28-27(38)26(37)22(36)19-41-28/h8,21-28,36-38H,9-19H2,1-7H3,(H,39,40)/t21-,22-,23-,24+,25-,26-,27+,28-,32-,33+,34+,35-/m0/s1

SMILES (Click to copy)

[C@@]12([C@]3(C)CC[C@]4(C(=O)O)[C@@]([H])(CC(C)(C)CC4)C3=CC[C@]1([H])[C@]1(C)[C@]([H])(C(C)(C)[C@@H](O[C@@H]3OC[C@H](O)[C@H](O)[C@H]3O)CC1)CC2)C

Other Databases

PubChem CID

13878127

Calculated Physicochemical Properties

Heavy Atoms 42

Rings 6

Aromatic Rings

Rotatable Bonds 3

Van der Waals Molecular Volume 596.15

Topological Polar Surface Area 118.52

Hydrogen Bond Donors 4

Hydrogen Bond Acceptors 7

logP 7.41

Molar Refractivity 162.36

Admin

Created at

3rd Jun 2021

Updated at