[6-(Furan-3-yl)-11,12-dihydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-14-yl] 2-methylbut-2-enoate

Details

• Internal ID: 29f6bbae-9f63-4a34-8b83-52fe7b9214f5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [6-(furan-3-yl)-11,12-dihydroxy-16-(2-methoxy-2-oxoethyl)-1,5,15,15-tetramethyl-8,17-dioxo-7-oxatetracyclo[11.3.1.02,11.05,10]heptadec-9-en-14-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C(C3(C(CCC4(C3=CC(=O)OC4C5=COC=C5)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C)O)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C2C(C3(C(CCC4(C3=CC(=O)OC4C5=COC=C5)C)C(C2=O)(C(C1(C)C)CC(=O)OC)C)O)O
• InChI: InChI=1S/C32H40O10/c1-8-16(2)28(37)42-27-23-24(35)31(6,19(29(27,3)4)13-21(33)39-7)18-9-11-30(5)20(32(18,38)25(23)36)14-22(34)41-26(30)17-10-12-40-15-17/h8,10,12,14-15,18-19,23,25-27,36,38H,9,11,13H2,1-7H3
• InChI Key: JRGGKFVQMVWASB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₀O₁₀
• Molecular Weight: 584.70 g/mol
• Exact Mass: 584.26214747 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9672	96.72%
Caco-2	-	0.7515	75.15%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8312	83.12%
OATP2B1 inhibitior	-	0.7117	71.17%
OATP1B1 inhibitior	-	0.5376	53.76%
OATP1B3 inhibitior	-	0.4947	49.47%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9830	98.30%
P-glycoprotein inhibitior	+	0.7806	78.06%
P-glycoprotein substrate	+	0.6555	65.55%
CYP3A4 substrate	+	0.7132	71.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8883	88.83%
CYP3A4 inhibition	+	0.5276	52.76%
CYP2C9 inhibition	-	0.6658	66.58%
CYP2C19 inhibition	-	0.7710	77.10%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.7845	78.45%
CYP2C8 inhibition	+	0.7310	73.10%
CYP inhibitory promiscuity	-	0.7695	76.95%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4506	45.06%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.6266	62.66%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.6848	68.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.7842	78.42%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5201	52.01%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5915	59.15%
Acute Oral Toxicity (c)	I	0.6578	65.78%
Estrogen receptor binding	+	0.8038	80.38%
Androgen receptor binding	+	0.7195	71.95%
Thyroid receptor binding	+	0.6066	60.66%
Glucocorticoid receptor binding	+	0.8352	83.52%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	+	0.7584	75.84%
Honey bee toxicity	-	0.7273	72.73%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.50%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.78%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.80%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.60%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.38%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.35%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.34%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.27%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	86.79%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.68%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.56%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.16%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.89%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.92%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.56%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.18%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.53%	92.62%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	81.46%	87.16%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.39%	91.38%

Plants that contains it

• Xylocarpus granatum

Cross-Links

• PubChem: 163005736
• LOTUS: LTS0190069
• wikiData: Q105133895