Structure Database (LMSD)

Common Name
3-O-acetyl-beta-boswellic acid
Systematic Name
(4R)-3α-acetoxy-urs-12-en-23-oic acid
Synonyms
LM ID
LMPR0106180025
Formula
C32H50O4
Exact Mass
Calculate m/z
498.37091
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)
YJBVHJIKNLBFDX-MQURJEHKSA-N
InChi (Click to copy)
InChI=1S/C32H50O4/c1-19-11-14-28(4)17-18-30(6)22(26(28)20(19)2)9-10-23-29(5)15-13-25(36-21(3)33)32(8,27(34)35)24(29)12-16-31(23,30)7/h9,19-20,23-26H,10-18H2,1-8H3,(H,34,35)/t19-,20+,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])CC=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

PubChem CID
11168203

Calculated Physicochemical Properties

Heavy Atoms 36
Rings 5
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 527.60
Topological Polar Surface Area 63.60
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 7.95
Molar Refractivity 142.67

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