[6-(Furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2-methylbut-2-enoate

Details

• Internal ID: 92c2d19d-44bf-46d9-aab5-7bb426e0e354
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [6-(furan-3-yl)-16-(1-hydroxy-2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-10-en-14-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)C(C(=O)OC)O)C)C)C5=COC=C5
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2CC3=C4CC(=O)OC(C4(CCC3C(C2=O)(C(C1(C)C)C(C(=O)OC)O)C)C)C5=COC=C5
• InChI: InChI=1S/C32H40O9/c1-8-16(2)28(36)41-27-19-13-18-20(32(6,25(19)35)24(30(27,3)4)23(34)29(37)38-7)9-11-31(5)21(18)14-22(33)40-26(31)17-10-12-39-15-17/h8,10,12,15,19-20,23-24,26-27,34H,9,11,13-14H2,1-7H3
• InChI Key: RAYTYZXOPYVTEU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₉
• Molecular Weight: 568.70 g/mol
• Exact Mass: 568.26723285 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.64
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9890	98.90%
Caco-2	-	0.7415	74.15%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8116	81.16%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.7570	75.70%
OATP1B3 inhibitior	-	0.2463	24.63%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9781	97.81%
P-glycoprotein inhibitior	+	0.8112	81.12%
P-glycoprotein substrate	+	0.5643	56.43%
CYP3A4 substrate	+	0.7020	70.20%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	-	0.8252	82.52%
CYP2C19 inhibition	-	0.8781	87.81%
CYP2D6 inhibition	-	0.9248	92.48%
CYP1A2 inhibition	-	0.7973	79.73%
CYP2C8 inhibition	+	0.6625	66.25%
CYP inhibitory promiscuity	-	0.8642	86.42%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4268	42.68%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8921	89.21%
Skin irritation	-	0.6371	63.71%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.7148	71.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.3647	36.47%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8504	85.04%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6118	61.18%
Acute Oral Toxicity (c)	I	0.6341	63.41%
Estrogen receptor binding	+	0.8316	83.16%
Androgen receptor binding	+	0.7103	71.03%
Thyroid receptor binding	+	0.5355	53.55%
Glucocorticoid receptor binding	+	0.8614	86.14%
Aromatase binding	+	0.6583	65.83%
PPAR gamma	+	0.7545	75.45%
Honey bee toxicity	-	0.6711	67.11%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	99.13%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.54%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	96.92%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.72%	96.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	93.14%	91.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.82%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.57%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.14%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.47%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.42%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.15%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.58%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	84.64%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.27%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.69%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.10%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.86%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.73%	85.14%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	81.47%	92.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.37%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.26%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.03%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.71%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%

Plants that contains it

• Swietenia mahagoni

Cross-Links

• PubChem: 72733156
• LOTUS: LTS0207283
• wikiData: Q105232966