[(1S,2S,5R,6R,10S,11R,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadecan-14-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: ebba0a7c-2bd5-430f-a8da-6a7b94a861d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1S,2S,5R,6R,10S,11R,14R,16S)-6-(furan-3-yl)-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadecan-14-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2CC3C(CCC4(C3CC(=O)OC4C5=COC=C5)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1C2C[C@H]3[C@H](CC[C@@]4([C@H]3CC(=O)O[C@H]4C5=COC=C5)C)[C@](C2=O)([C@H](C1(C)C)CC(=O)OC)C
• InChI: InChI=1S/C32H42O8/c1-8-17(2)29(36)40-28-20-13-19-21(32(6,26(20)35)23(30(28,3)4)15-24(33)37-7)9-11-31(5)22(19)14-25(34)39-27(31)18-10-12-38-16-18/h8,10,12,16,19-23,27-28H,9,11,13-15H2,1-7H3/b17-8+/t19-,20?,21-,22-,23-,27-,28+,31+,32-/m0/s1
• InChI Key: UEGIMPBBSWHIII-FFDBJJBISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₂O₈
• Molecular Weight: 554.70 g/mol
• Exact Mass: 554.28796829 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	-	0.7172	71.72%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8186	81.86%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.7360	73.60%
OATP1B3 inhibitior	+	0.8706	87.06%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9923	99.23%
P-glycoprotein inhibitior	+	0.8427	84.27%
P-glycoprotein substrate	+	0.6281	62.81%
CYP3A4 substrate	+	0.7371	73.71%
CYP2C9 substrate	-	0.8169	81.69%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	+	0.7496	74.96%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.7771	77.71%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.8251	82.51%
CYP2C8 inhibition	+	0.7930	79.30%
CYP inhibitory promiscuity	-	0.5769	57.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8900	89.00%
Skin irritation	-	0.7041	70.41%
Skin corrosion	-	0.9292	92.92%
Ames mutagenesis	-	0.6548	65.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.8546	85.46%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5269	52.69%
Acute Oral Toxicity (c)	I	0.5734	57.34%
Estrogen receptor binding	+	0.8663	86.63%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	+	0.5859	58.59%
Glucocorticoid receptor binding	+	0.8633	86.33%
Aromatase binding	+	0.7202	72.02%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.7279	72.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.74%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.22%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.24%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.59%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.48%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.70%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.84%	92.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.52%	93.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.64%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	86.13%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	86.11%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.64%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.31%	92.88%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.50%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.31%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.29%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.93%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.85%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	81.48%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.73%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.59%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.40%	94.33%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 163189310
• LOTUS: LTS0106956
• wikiData: Q105270891