Structure Database (LMSD)

Common Name
3-O-acetyl-11-keto-beta-boswellic acid
Systematic Name
(4R)-3α-acetoxy-11-oxo-urs-12-en-23-oic acid
Synonyms
LM ID
LMPR0106180024
Formula
C32H48O5
Exact Mass
Calculate m/z
512.350175
Status
Active
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
Boswellia serrata (#613112)
Magnoliopsida (#3398)
Inhibitory activity of boswellic acids from Boswellia serrata against human leukemia HL-60 cells in culture.,
Planta Med, 1998
Pubmed ID: 9619114

String Representations

InChiKey (Click to copy)
HMMGKOVEOFBCAU-BCDBGHSCSA-N
InChi (Click to copy)
InChI=1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])C(=O)C=C2[C@@]3(C)CC[C@]3(C)[C@@]2([H])[C@@H](C)[C@H](C)CC3)[C@@](C)(C(=O)O)[C@H](OC(=O)C)C1

Other Databases

CHEBI ID
166842
PubChem CID
11168203
PDB ID
AF7

Calculated Physicochemical Properties

Heavy Atoms 37
Rings 5
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 533.75
Topological Polar Surface Area 80.67
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 5
logP 7.13
Molar Refractivity 143.06

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Created at
31st Aug 2020
Updated at
31st Aug 2020