Bruceajavanone A

Details

• Internal ID: 7d328588-757f-427a-a215-0e93c3891e79
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(5R,7R,8R,9R,10S,11R,13S,17S)-17-[(2R,3S,5S)-2-acetyloxy-5-[(2S)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-7-hydroxy-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(C4CC3O)(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]3O)(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/C38H56O8/c1-10-11-12-13-30(42)44-25-20-37(8)23(22-18-24(32-35(5,6)46-32)45-33(22)43-21(2)39)14-15-26(37)38(9)29(41)19-27-34(3,4)28(40)16-17-36(27,7)31(25)38/h15-17,22-25,27,29,31-33,41H,10-14,18-20H2,1-9H3/t22-,23-,24-,25+,27-,29+,31+,32-,33-,36-,37-,38+/m0/s1
• InChI Key: ADVVFLFTCIFYMN-AZTKUONXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₆O₈
• Molecular Weight: 640.80 g/mol
• Exact Mass: 640.39751874 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.48
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• CHEMBL502076

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	-	0.8087	80.87%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7682	76.82%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.7994	79.94%
OATP1B3 inhibitior	+	0.8497	84.97%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9916	99.16%
P-glycoprotein inhibitior	+	0.8242	82.42%
P-glycoprotein substrate	+	0.7168	71.68%
CYP3A4 substrate	+	0.7373	73.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	+	0.7807	78.07%
CYP2C9 inhibition	-	0.6889	68.89%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.8708	87.08%
CYP2C8 inhibition	+	0.7176	71.76%
CYP inhibitory promiscuity	-	0.8293	82.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4138	41.38%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9214	92.14%
Skin irritation	+	0.5197	51.97%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3694	36.94%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6374	63.74%
skin sensitisation	-	0.8266	82.66%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6763	67.63%
Acute Oral Toxicity (c)	I	0.3934	39.34%
Estrogen receptor binding	+	0.7380	73.80%
Androgen receptor binding	+	0.7253	72.53%
Thyroid receptor binding	-	0.4907	49.07%
Glucocorticoid receptor binding	+	0.7527	75.27%
Aromatase binding	+	0.6775	67.75%
PPAR gamma	+	0.6781	67.81%
Honey bee toxicity	-	0.7414	74.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6563	65.63%
Fish aquatic toxicity	+	0.9955	99.55%

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	98.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.54%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.60%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.82%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.21%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.26%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.03%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	90.20%	82.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.08%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	89.18%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.07%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.01%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.39%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	86.86%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.80%	91.24%
CHEMBL2996	Q05655	Protein kinase C delta	86.21%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	85.88%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	85.82%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	84.95%	91.19%
CHEMBL259	P32245	Melanocortin receptor 4	84.33%	95.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.04%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.76%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.25%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.48%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.14%	89.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.97%	92.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.95%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.66%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.35%	100.00%

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: 44582338
• NPASS: NPC241192
• LOTUS: LTS0067159
• wikiData: Q103785023