beta-Boswellic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	0714db21-6e44-4a8c-8bd2-92eec6fb8ee2
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name	(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-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(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C2C1C)C)C
SMILES (Isomeric)	C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@H]([C@]5(C)C(=O)O)O)C)C)[C@@H]2[C@H]1C)C)C
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
InChI Key	NBGQZFQREPIKMG-PONOSELZSA-N
Popularity	231 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₀H₄₈O₃
Molecular Weight	456.70 g/mol
Exact Mass	456.36034539 g/mol
Topological Polar Surface Area (TPSA)	57.50 Å²
XlogP	8.30
Atomic LogP (AlogP)	7.09
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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631-69-6

Boswellic acid

b-Boswellic acid

(3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-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

UNII-B252M1YO2V

B252M1YO2V

CHEMBL267225

(4R)-3alpha-Hydroxyurs-12-en-24-oic acid

Urs-12-en-24-oic acid, 3.alpha.-hydroxy-

Urs-12-en-23-oic acid, 3-hydroxy-, (3alpha,4beta)-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5424	54.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7602	76.02%
OATP2B1 inhibitior	-	0.7159	71.59%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.8762	87.62%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9054	90.54%
P-glycoprotein inhibitior	-	0.7750	77.50%
P-glycoprotein substrate	-	0.7673	76.73%
CYP3A4 substrate	+	0.6614	66.14%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8579	85.79%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.8659	86.59%
CYP2C8 inhibition	+	0.4484	44.84%
CYP inhibitory promiscuity	-	0.9221	92.21%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5279	52.79%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9351	93.51%
Skin irritation	+	0.6490	64.90%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8523	85.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4203	42.03%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7584	75.84%
skin sensitisation	-	0.6547	65.47%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7318	73.18%
Acute Oral Toxicity (c)	I	0.4635	46.35%
Estrogen receptor binding	+	0.7532	75.32%
Androgen receptor binding	+	0.7248	72.48%
Thyroid receptor binding	+	0.6986	69.86%
Glucocorticoid receptor binding	+	0.8308	83.08%
Aromatase binding	+	0.6965	69.65%
PPAR gamma	+	0.6381	63.81%
Honey bee toxicity	-	0.8980	89.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3202	P48147	Prolyl endopeptidase	9750 nM	IC50	PMID: 15730241
CHEMBL5658	O14684	Prostaglandin E synthase	5000 nM 5000 nM	IC50 IC50	PMID: 23013292 PMID: 24844534

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.03%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.65%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.79%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.72%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.27%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.11%	94.45%
CHEMBL5028	O14672	ADAM10	80.04%	97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.