BOSWELLIC ACID

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category UNKNOWN
UNII B252M1YO2V
EPA CompTox DTXSID2057578

Structure

InChI Key NBGQZFQREPIKMG-PONOSELZSA-N
Smiles C[C@H]1[C@H](C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](O)[C@](C)(C(=O)O)[C@@H]5CC[C@]43C)[C@H]12
InChI
InChI=1S/C30H48O3/c1-18-10-13-26(3)16-17-28(5)20(24(26)19(18)2)8-9-21-27(4)14-12-23(31)30(7,25(32)33)22(27)11-15-29(21,28)6/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21-,22-,23-,24+,26-,27-,28-,29-,30-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C30H48O3
Molecular Weight 456.71
AlogP 7.09
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 1.0
Polar Surface Area 57.53
Molecular species ACID
Aromatic Rings 0.0
Heavy Atoms 33.0
Assay Description Organism Bioactivity Reference
Cytotoxicity against human MCF7 cells at 10 uM after 48 hrs Homo sapiens 18.0 %
Cytotoxicity against human DU145 cells at 10 uM after 48 hrs Homo sapiens 0.0 %
Cytotoxicity against human SW620 cells at 10 uM after 48 hrs Homo sapiens 2.0 %
Cytotoxicity against human 502713 cells at 10 uM after 48 hrs Homo sapiens 24.0 %
Cytotoxicity against human HT29 cells at 10 uM after 48 hrs Homo sapiens 15.0 %
Antiinflammatory activity against carrageenan-induced paw edema in Wistar rat assessed as reduction of paw edema at 250 mg/kg after 3 hrs relative to control Rattus norvegicus 28.57 %
Antiinflammatory activity against carrageenan-induced paw edema in Wistar rat assessed as reduction of paw edema at 250 mg/kg after 4 hrs relative to control Rattus norvegicus 25.8 %
Antiarthritic activity against Mycobacterium tuberculosis-induced rat arthritic model assessed as inhibition of chronic phase inflammation at 250 mg/kg relative to control Rattus norvegicus 36.44 %
PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Response HTS to Identify Compounds Cytotoxic to Streptococcus. (Class of assay: confirmatory) [Related pubchem assays: 1900 (Counter Screen), 1677 (Project Summary), 1902 (Retest at Dose), 1662 (Primary HTS)] Streptococcus 963.0 nM
PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Identify Compounds Cytotoxic to SK(-)GAS Group A Streptococcus. (Class of assay: confirmatory) [Related pubchem assays: 1677 (Project Summary), 1662 (Primary HTS)] Streptococcus 705.0 nM
PUBCHEM_BIOASSAY: Luminescence Microorganism-Based Dose Confirmation HTS to Identify Inhibitors of Streptokinase Promotor Activity. (Class of assay: confirmatory) [Related pubchem assays: 1677 (Project Summary), 1662 (Primary HTS)] Streptococcus pyogenes M1 GAS 997.0 nM
Anti-inflammatory activity in human PBMC assessed as inhibition of LPS-induced TNFalpha expression at 10 uM after 5 hrs Homo sapiens 44.5 %
Anti-inflammatory activity in human PBMC assessed as inhibition of LPS-induced IL-6 expression at 10 uM after 5 hrs Homo sapiens 48.6 %
Anti-inflammatory activity in BALB/c mouse assessed as inhibition of LPS-induced TNFalpha expression at 10 mg/kg, po pre-treated for 1 hr followed by LPS administration measured 2.5 hrs after LPS challenge by ELISA Mus musculus 50.8 %
Anti-inflammatory activity in BALB/c mouse assessed as inhibition of LPS-induced IL-6 expression at 10 mg/kg, po pre-treated for 1 hr followed by LPS administration measured 2.5 hrs after LPS challenge by ELISA Mus musculus 53.0 %

Related Entries

Cross References

Resources Reference
ChEMBL CHEMBL267225
FDA SRS B252M1YO2V
Human Metabolome Database HMDB0002388
SureChEMBL SCHEMBL4385785
ZINC ZINC000014089743
CONTENTS