3-O-acetyl-11-hydroxy-beta-boswellic acid

Details

• Internal ID: 9c6ab061-b103-4f6e-8b40-b1db434bb7e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14R,14aR,14bS)-3-acetyloxy-14-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CC(C4C3(CCC5C4(CCC(C5(C)C(=O)O)OC(=O)C)C)C)O)C2C1C)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=C[C@H]([C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H]([C@]5(C)C(=O)O)OC(=O)C)C)C)O)[C@@H]2[C@H]1C)C)C
• InChI: InChI=1S/C32H50O5/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/h17-19,22-26,34H,9-16H2,1-8H3,(H,35,36)/t18-,19+,22-,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1
• InChI Key: GKZSILIAFXNPRA-GHQZQFNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₅
• Molecular Weight: 514.70 g/mol
• Exact Mass: 514.36582469 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 7.20

Synonyms

• 146019-25-2
• Urs-12-en-23-oic acid, 3-(acetyloxy)-11-hydroxy-, (3a,4b,11a)-
• HY-N7162
• AKOS040760214
• MS-29563
• PD166571
• CS-0103747
• (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14R,14aR,14bS)-3-acetyloxy-14-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.65%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.55%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	90.47%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.76%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.37%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	85.83%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.27%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.44%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.43%	82.69%
CHEMBL5028	O14672	ADAM10	82.55%	97.50%

Plants that contains it

• Boswellia sacra

Cross-Links

• PubChem: 134715236
• LOTUS: LTS0042466
• wikiData: Q105010637