15-O-methyl 8-O-propan-2-yl 9,14,18-triacetyloxy-6-(furan-3-yl)-1,7,11,15-tetramethyl-12-(2-methylbut-2-enoyloxy)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-8,15-dicarboxylate

Details

• Internal ID: a1665a75-e468-4a4a-be8a-f86d692bc1a2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: 15-O-methyl 8-O-propan-2-yl 9,14,18-triacetyloxy-6-(furan-3-yl)-1,7,11,15-tetramethyl-12-(2-methylbut-2-enoyloxy)-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadecane-8,15-dicarboxylate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C(C2C1(C3C(C(C4(C(CC5C4(C3(C(C2)OC(=O)C)C)O5)C6=COC=C6)C)C(=O)OC(C)C)OC(=O)C)C)(C)C(=O)OC)OC(=O)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(C(C2C1(C3C(C(C4(C(CC5C4(C3(C(C2)OC(=O)C)C)O5)C6=COC=C6)C)C(=O)OC(C)C)OC(=O)C)C)(C)C(=O)OC)OC(=O)C
• InChI: InChI=1S/C42H56O14/c1-13-21(4)35(46)55-28-18-29(52-22(5)43)39(9,37(48)49-12)27-17-30(53-23(6)44)41(11)34(38(27,28)8)33(54-24(7)45)32(36(47)51-20(2)3)40(10)26(25-14-15-50-19-25)16-31-42(40,41)56-31/h13-15,19-20,26-34H,16-18H2,1-12H3
• InChI Key: SLYIARVXTUYQGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₆O₁₄
• Molecular Weight: 784.90 g/mol
• Exact Mass: 784.36700646 g/mol
• Topological Polar Surface Area (TPSA): 184.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.40
• H-Bond Acceptor: 14
• H-Bond Donor: 0
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	-	0.8236	82.36%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7682	76.82%
OATP2B1 inhibitior	-	0.5747	57.47%
OATP1B1 inhibitior	+	0.7156	71.56%
OATP1B3 inhibitior	+	0.8795	87.95%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9912	99.12%
P-glycoprotein inhibitior	+	0.8558	85.58%
P-glycoprotein substrate	+	0.6971	69.71%
CYP3A4 substrate	+	0.7134	71.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	+	0.7954	79.54%
CYP2C9 inhibition	-	0.7264	72.64%
CYP2C19 inhibition	-	0.5964	59.64%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8006	80.06%
CYP2C8 inhibition	+	0.7441	74.41%
CYP inhibitory promiscuity	-	0.5204	52.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4637	46.37%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.8948	89.48%
Skin irritation	-	0.7318	73.18%
Skin corrosion	-	0.9250	92.50%
Ames mutagenesis	+	0.5526	55.26%
Human Ether-a-go-go-Related Gene inhibition	+	0.6589	65.89%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7205	72.05%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7208	72.08%
Acute Oral Toxicity (c)	III	0.4476	44.76%
Estrogen receptor binding	+	0.7914	79.14%
Androgen receptor binding	+	0.7397	73.97%
Thyroid receptor binding	+	0.6198	61.98%
Glucocorticoid receptor binding	+	0.7965	79.65%
Aromatase binding	+	0.6831	68.31%
PPAR gamma	+	0.7844	78.44%
Honey bee toxicity	-	0.6323	63.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9887	98.87%

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	98.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.05%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.08%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	91.41%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.22%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.81%	96.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.68%	95.58%
CHEMBL3401	O75469	Pregnane X receptor	88.98%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.52%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.13%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.23%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.77%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.09%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.48%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	85.12%	92.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.59%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.27%	89.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.96%	94.00%
CHEMBL5028	O14672	ADAM10	82.80%	97.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.48%	91.65%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.65%	92.62%

Plants that contains it

• Turraea heterophylla

Cross-Links

• PubChem: 163059111
• LOTUS: LTS0165161
• wikiData: Q105255753