methyl (1R,2R,6R,7R,8R,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-7-(3-methylbut-2-enoyl)-4,11-dioxo-10-[(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-9-ene-17-carboxylate

Details

• Internal ID: d8924cf5-49e1-45d7-b2d3-9a866fb4c57a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: methyl (1R,2R,6R,7R,8R,13S,14R,15R,16S,17S)-15,16-dihydroxy-9,13-dimethyl-7-(3-methylbut-2-enoyl)-4,11-dioxo-10-[(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-9-ene-17-carboxylate
• InChI: InChI=1S/C32H42O15/c1-11(2)6-13(34)18-19-12(3)24(47-28-22(39)21(38)20(37)15(9-33)45-28)14(35)8-30(19,4)25-23(40)26(41)32(29(42)43-5)16-7-17(36)46-27(18)31(16,25)10-44-32/h6,15-16,18-23,25-28,33,37-41H,7-10H2,1-5H3/t15-,16-,18-,19-,20-,21+,22-,23-,25-,26+,27-,28+,30+,31+,32+/m1/s1
• InChI Key: HLZQXVVKGNJRRF-DYPPXPMASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₁₅
• Molecular Weight: 666.70 g/mol
• Exact Mass: 666.25237063 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6627	66.27%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7740	77.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8186	81.86%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5526	55.26%
P-glycoprotein inhibitior	+	0.7055	70.55%
P-glycoprotein substrate	+	0.6445	64.45%
CYP3A4 substrate	+	0.7095	70.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.8559	85.59%
CYP2C9 inhibition	-	0.8085	80.85%
CYP2C19 inhibition	-	0.8335	83.35%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.9005	90.05%
CYP2C8 inhibition	+	0.6014	60.14%
CYP inhibitory promiscuity	-	0.8853	88.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5635	56.35%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.7196	71.96%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.5723	57.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.4789	47.89%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6604	66.04%
skin sensitisation	-	0.8596	85.96%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7471	74.71%
Acute Oral Toxicity (c)	III	0.4750	47.50%
Estrogen receptor binding	+	0.7765	77.65%
Androgen receptor binding	+	0.7251	72.51%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	+	0.7034	70.34%
Aromatase binding	+	0.6509	65.09%
PPAR gamma	+	0.7285	72.85%
Honey bee toxicity	-	0.6654	66.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9505	95.05%

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	98.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.05%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.53%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.24%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	93.66%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	93.39%	98.03%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.73%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.45%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.34%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.01%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.10%	96.00%
CHEMBL5028	O14672	ADAM10	88.76%	97.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	88.24%	97.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.96%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.37%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.50%	94.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.89%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.27%	91.07%
CHEMBL4072	P07858	Cathepsin B	84.24%	93.67%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.80%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.42%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.63%	97.09%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.58%	97.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.28%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.75%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.99%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.64%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.52%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.50%	95.83%

Plants that contains it

• Brucea javanica

Cross-Links

• PubChem: 162927423
• LOTUS: LTS0199741
• wikiData: Q105030414