[(1R,2S,4R,6R,9R,10S,11R,12S,14R,15R,18R)-14-Acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	d3778cfb-72e7-44ea-b95f-c43c0347fe61
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name	[(1R,2S,4R,6R,9R,10S,11R,12S,14R,15R,18R)-14-acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate
SMILES (Canonical)	CC=C(C)C(=O)OC1CC(C2(COC3C2C1(C(C4(C3OC5C4=C(C(C5)C6=COC=C6)C)C)CC(=O)OC)C)C)OC(=O)C
SMILES (Isomeric)	C/C=C(\C)/C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@@H]([C@]4([C@@H]3O[C@H]5C4=C([C@@H](C5)C6=COC=C6)C)C)CC(=O)OC)C)C)OC(=O)C
InChI	InChI=1S/C34H44O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23(13-26(36)38-8)34(7)27-18(3)21(20-10-11-39-15-20)12-22(27)42-30(28)34/h9-11,15,21-25,28-30H,12-14,16H2,1-8H3/b17-9+/t21-,22-,23+,24-,25+,28-,29+,30-,32-,33+,34-/m1/s1
InChI Key	CJHBVBNPNXOWBA-HLIKQWNHSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₄H₄₄O₉
Molecular Weight	596.70 g/mol
Exact Mass	596.29853298 g/mol
Topological Polar Surface Area (TPSA)	111.00 Å²
XlogP	3.90
Atomic LogP (AlogP)	5.29
H-Bond Acceptor	9
H-Bond Donor	0
Rotatable Bonds	6

Synonyms

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C08780

SCHEMBL15942085

CHEBI:181379

[(1R,2S,4R,6R,9R,10S,11R,12S,14R,15R,18R)-14-acetyloxy-6-(uran-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] (E)-2-methylbut-2-enoate

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	-	0.7409	74.09%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7912	79.12%
OATP2B1 inhibitior	-	0.7183	71.83%
OATP1B1 inhibitior	+	0.7048	70.48%
OATP1B3 inhibitior	+	0.9115	91.15%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9964	99.64%
P-glycoprotein inhibitior	+	0.8738	87.38%
P-glycoprotein substrate	+	0.7105	71.05%
CYP3A4 substrate	+	0.7199	71.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8924	89.24%
CYP3A4 inhibition	+	0.6170	61.70%
CYP2C9 inhibition	-	0.7943	79.43%
CYP2C19 inhibition	-	0.8412	84.12%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.8859	88.59%
CYP2C8 inhibition	+	0.8313	83.13%
CYP inhibitory promiscuity	-	0.5319	53.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4433	44.33%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8870	88.70%
Skin irritation	-	0.7001	70.01%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8285	82.85%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5929	59.29%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5565	55.65%
Acute Oral Toxicity (c)	I	0.5488	54.88%
Estrogen receptor binding	+	0.8656	86.56%
Androgen receptor binding	+	0.7157	71.57%
Thyroid receptor binding	+	0.6227	62.27%
Glucocorticoid receptor binding	+	0.8495	84.95%
Aromatase binding	+	0.7343	73.43%
PPAR gamma	+	0.8083	80.83%
Honey bee toxicity	-	0.6118	61.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.36%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.71%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.26%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.97%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.92%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.79%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.90%	94.00%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.98%	81.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.50%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.29%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.17%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.41%	85.14%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.21%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.05%	92.62%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.73%	87.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.50%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.44%	93.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.23%	89.44%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.07%	99.17%
CHEMBL5028	O14672	ADAM10	83.90%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	83.52%	94.73%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.50%	97.53%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.45%	89.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.13%	97.14%
CHEMBL4208	P20618	Proteasome component C5	82.30%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.07%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.19%	94.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.