butyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17R)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate

Details

• Internal ID: aec219e5-49b0-4ec6-842a-d13381385170
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: butyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17R)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbut-2-enoyloxy)-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-11-ene-17-carboxylate
• SMILES (Canonical): CCCCOC(=O)C12C3C(C(=O)OC4C3(CO1)C(C(C2O)O)C5(C=C(C(=O)C(C5C4)C)OC6C(C(C(C(O6)CO)O)O)O)C)OC(=O)C=C(C)C
• SMILES (Isomeric): CCCCOC(=O)[C@]12[C@@H]3[C@H](C(=O)O[C@H]4[C@]3(CO1)[C@H]([C@H]([C@@H]2O)O)[C@]5(C=C(C(=O)[C@H]([C@@H]5C4)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)OC(=O)C=C(C)C
• InChI: InChI=1S/C35H48O16/c1-6-7-8-46-32(45)35-28-26(51-20(37)9-14(2)3)30(44)50-19-10-16-15(4)21(38)17(48-31-24(41)23(40)22(39)18(12-36)49-31)11-33(16,5)27(25(42)29(35)43)34(19,28)13-47-35/h9,11,15-16,18-19,22-29,31,36,39-43H,6-8,10,12-13H2,1-5H3/t15-,16-,18+,19+,22+,23-,24+,25+,26+,27+,28+,29-,31+,33-,34+,35+/m0/s1
• InChI Key: YPUBEPJCGAVMSZ-QCXPOCOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₈O₁₆
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.29423544 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8350	83.50%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8013	80.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8139	81.39%
OATP1B3 inhibitior	+	0.8942	89.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8599	85.99%
P-glycoprotein inhibitior	+	0.7401	74.01%
P-glycoprotein substrate	+	0.7639	76.39%
CYP3A4 substrate	+	0.7264	72.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.7841	78.41%
CYP2C9 inhibition	-	0.6841	68.41%
CYP2C19 inhibition	-	0.8141	81.41%
CYP2D6 inhibition	-	0.9250	92.50%
CYP1A2 inhibition	-	0.8461	84.61%
CYP2C8 inhibition	+	0.6997	69.97%
CYP inhibitory promiscuity	-	0.8127	81.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5533	55.33%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9167	91.67%
Skin irritation	-	0.5975	59.75%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7016	70.16%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4854	48.54%
Acute Oral Toxicity (c)	III	0.7231	72.31%
Estrogen receptor binding	+	0.8073	80.73%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	-	0.5604	56.04%
Glucocorticoid receptor binding	+	0.6839	68.39%
Aromatase binding	+	0.6547	65.47%
PPAR gamma	+	0.7432	74.32%
Honey bee toxicity	-	0.6920	69.20%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5748	57.48%
Fish aquatic toxicity	+	0.9741	97.41%

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	99.24%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.22%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.78%	96.00%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	95.65%	89.34%
CHEMBL1951	P21397	Monoamine oxidase A	94.96%	91.49%
CHEMBL2996	Q05655	Protein kinase C delta	94.89%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.28%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.20%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.56%	91.24%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.20%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.97%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.70%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.80%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.83%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.70%	96.95%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.56%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.22%	95.89%
CHEMBL3891	P07384	Calpain 1	81.86%	93.04%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.77%	95.56%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.42%	97.28%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.34%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	81.30%	92.50%
CHEMBL4072	P07858	Cathepsin B	80.71%	93.67%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.36%	91.07%

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: 10556847
• NPASS: NPC93220
• LOTUS: LTS0147406
• wikiData: Q105351862