Bruceanol D

Details

• Internal ID: 7f0d19c4-6e7f-41e1-98af-140ccda17450
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (2R,3R,6R,8S,12S,13S,14S,15R,16R,17R)-3-[(E)-3,4-dimethylpent-2-enoyl]oxy-12,15,16-trihydroxy-9,13-dimethyl-4,11-dioxo-5,19-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
• InChI: InChI=1S/C28H36O11/c1-11(2)12(3)8-17(30)39-19-21-27(25(35)36-6)10-37-28(21)16(38-24(19)34)9-14-13(4)7-15(29)22(32)26(14,5)20(28)18(31)23(27)33/h7-8,11,14,16,18-23,31-33H,9-10H2,1-6H3/b12-8+/t14-,16+,18+,19+,20+,21-,22+,23-,26-,27-,28?/m0/s1
• InChI Key: LUENSCCBMNFJDY-WBYYUWGTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₆O₁₁
• Molecular Weight: 548.60 g/mol
• Exact Mass: 548.22576196 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.24
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• DTXSID601100659
• Picras-3-en-21-oic acid, 15-((3,4-dimethyl-1-oxo-2-pentenyl)oxy)-13,20-epoxy-1,11,12-trihydroxy-2,16-dioxo-, methyl ester, (1beta,11beta,12alpha,15beta(E))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9328	93.28%
Caco-2	-	0.7862	78.62%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7993	79.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.8685	86.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8779	87.79%
P-glycoprotein inhibitior	+	0.7295	72.95%
P-glycoprotein substrate	+	0.8169	81.69%
CYP3A4 substrate	+	0.7105	71.05%
CYP2C9 substrate	-	0.8217	82.17%
CYP2D6 substrate	-	0.8936	89.36%
CYP3A4 inhibition	-	0.9036	90.36%
CYP2C9 inhibition	-	0.8156	81.56%
CYP2C19 inhibition	-	0.8334	83.34%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8367	83.67%
CYP2C8 inhibition	+	0.4906	49.06%
CYP inhibitory promiscuity	-	0.9100	91.00%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5908	59.08%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.6876	68.76%
Skin corrosion	-	0.9327	93.27%
Ames mutagenesis	-	0.5601	56.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.5873	58.73%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.8182	81.82%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5768	57.68%
Acute Oral Toxicity (c)	I	0.3835	38.35%
Estrogen receptor binding	+	0.7920	79.20%
Androgen receptor binding	+	0.7039	70.39%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.7849	78.49%
Aromatase binding	+	0.6809	68.09%
PPAR gamma	+	0.7081	70.81%
Honey bee toxicity	-	0.6179	61.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9543	95.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.85%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.34%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.06%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.63%	96.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.28%	85.30%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.95%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.07%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.37%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.71%	91.07%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.90%	89.34%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.52%	97.21%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.19%	98.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.84%	94.33%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.14%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.05%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.19%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.14%	89.00%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.67%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.49%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.45%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.61%	94.80%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.49%	97.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.45%	97.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.39%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.22%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.18%	85.31%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.65%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.49%	97.09%
CHEMBL230	P35354	Cyclooxygenase-2	80.98%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.56%	86.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.04%	97.28%

Plants that contains it

• Brucea antidysenterica

Cross-Links

• PubChem: 6444292
• LOTUS: LTS0230531
• wikiData: Q105157363