Bruceajavanone A 7-acetate

Details

• Internal ID: d02be390-7ce4-4fc6-9c07-81bdd616a9ff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(5R,7R,8R,9R,10S,11R,13S,17S)-7-acetyloxy-17-[(2R,3S,5S)-2-acetyloxy-5-[(2S)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-4,4,8,10,13-pentamethyl-3-oxo-5,6,7,9,11,12,16,17-octahydrocyclopenta[a]phenanthren-11-yl] hexanoate
• SMILES (Canonical): CCCCCC(=O)OC1CC2(C(CC=C2C3(C1C4(C=CC(=O)C(C4CC3OC(=O)C)(C)C)C)C)C5CC(OC5OC(=O)C)C6C(O6)(C)C)C
• SMILES (Isomeric): CCCCCC(=O)O[C@@H]1C[C@]2([C@@H](CC=C2[C@]3([C@H]1[C@]4(C=CC(=O)C([C@@H]4C[C@H]3OC(=O)C)(C)C)C)C)[C@@H]5C[C@H](O[C@@H]5OC(=O)C)[C@H]6C(O6)(C)C)C
• InChI: InChI=1S/C40H58O9/c1-11-12-13-14-32(44)47-27-21-39(9)25(24-19-26(34-37(6,7)49-34)48-35(24)46-23(3)42)15-16-28(39)40(10)31(45-22(2)41)20-29-36(4,5)30(43)17-18-38(29,8)33(27)40/h16-18,24-27,29,31,33-35H,11-15,19-21H2,1-10H3/t24-,25-,26-,27+,29-,31+,33+,34-,35-,38-,39-,40+/m0/s1
• InChI Key: GTRFQPHJLLOEKM-XRSRLCKASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈O₉
• Molecular Weight: 682.90 g/mol
• Exact Mass: 682.40808342 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 7.05
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

• CHEMBL504211

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.8151	81.51%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7703	77.03%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.7865	78.65%
OATP1B3 inhibitior	+	0.8817	88.17%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9925	99.25%
P-glycoprotein inhibitior	+	0.8471	84.71%
P-glycoprotein substrate	+	0.7051	70.51%
CYP3A4 substrate	+	0.7377	73.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	+	0.6363	63.63%
CYP2C9 inhibition	-	0.6967	69.67%
CYP2C19 inhibition	-	0.7412	74.12%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.8116	81.16%
CYP2C8 inhibition	+	0.7471	74.71%
CYP inhibitory promiscuity	-	0.6120	61.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.4643	46.43%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.5801	58.01%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6462	64.62%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6374	63.74%
skin sensitisation	-	0.8095	80.95%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7430	74.30%
Acute Oral Toxicity (c)	III	0.4920	49.20%
Estrogen receptor binding	+	0.7668	76.68%
Androgen receptor binding	+	0.7191	71.91%
Thyroid receptor binding	+	0.5400	54.00%
Glucocorticoid receptor binding	+	0.7707	77.07%
Aromatase binding	+	0.6667	66.67%
PPAR gamma	+	0.7220	72.20%
Honey bee toxicity	-	0.7434	74.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6863	68.63%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.45%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.33%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	94.11%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.03%	97.25%
CHEMBL5255	O00206	Toll-like receptor 4	90.26%	92.50%
CHEMBL2581	P07339	Cathepsin D	90.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.11%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.00%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.88%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.33%	82.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.87%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.75%	99.23%
CHEMBL259	P32245	Melanocortin receptor 4	85.69%	95.38%
CHEMBL299	P17252	Protein kinase C alpha	85.42%	98.03%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	84.74%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.55%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.71%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.76%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.95%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.61%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.55%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.02%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.44%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.03%	96.00%

Plants that contains it

• Asplenium normale
• Brucea javanica
• Carpobrotus edulis
• Castanea crenata
• Centrolobium tomentosum
• Ceratophyllum submersum
• Dracocephalum kotschyi
• Lippia carviodora
• Myrica nana
• Psilostrophe cooperi
• Sideritis tragoriganum
• Solanum jamaicense
• Trifolium alexandrinum

Cross-Links

• PubChem: 44582339
• NPASS: NPC243981
• LOTUS: LTS0044943
• wikiData: Q105019321