methyl 2-[(1R,2R,5R,6R,12R,13R,15R,17R,18R)-13-acetyloxy-6-(furan-3-yl)-12,17-dihydroxy-1,5,15-trimethyl-8,14-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadec-10-en-18-yl]acetate

Details

• Internal ID: 4aba71e9-7f21-4ddc-81f0-c196c6b41dc7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: methyl 2-[(1R,2R,5R,6R,12R,13R,15R,17R,18R)-13-acetyloxy-6-(furan-3-yl)-12,17-dihydroxy-1,5,15-trimethyl-8,14-dioxo-7-oxapentacyclo[13.2.1.02,11.05,10.012,17]octadec-10-en-18-yl]acetate
• InChI: InChI=1S/C29H34O10/c1-14(30)38-24-22(33)26(3)13-28(34)27(4,18(26)11-19(31)36-5)16-6-8-25(2)17(21(16)29(24,28)35)10-20(32)39-23(25)15-7-9-37-12-15/h7,9,12,16,18,23-24,34-35H,6,8,10-11,13H2,1-5H3/t16-,18-,23-,24-,25+,26+,27+,28+,29+/m0/s1
• InChI Key: KVPHKQCBIWUBBF-NYKBILJCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₀
• Molecular Weight: 542.60 g/mol
• Exact Mass: 542.21519728 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 2.57
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	-	0.7554	75.54%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7828	78.28%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	-	0.5575	55.75%
OATP1B3 inhibitior	+	0.8780	87.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9134	91.34%
P-glycoprotein inhibitior	+	0.7326	73.26%
P-glycoprotein substrate	+	0.6200	62.00%
CYP3A4 substrate	+	0.7125	71.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	+	0.5150	51.50%
CYP2C9 inhibition	-	0.7490	74.90%
CYP2C19 inhibition	-	0.7896	78.96%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.7916	79.16%
CYP2C8 inhibition	+	0.6575	65.75%
CYP inhibitory promiscuity	-	0.9064	90.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4598	45.98%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8875	88.75%
Skin irritation	-	0.5556	55.56%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7079	70.79%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6013	60.13%
skin sensitisation	-	0.8819	88.19%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4571	45.71%
Acute Oral Toxicity (c)	I	0.5689	56.89%
Estrogen receptor binding	+	0.8030	80.30%
Androgen receptor binding	+	0.7451	74.51%
Thyroid receptor binding	+	0.5678	56.78%
Glucocorticoid receptor binding	+	0.7996	79.96%
Aromatase binding	+	0.7660	76.60%
PPAR gamma	+	0.7402	74.02%
Honey bee toxicity	-	0.7645	76.45%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	97.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.39%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	95.14%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.89%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.06%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.77%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.71%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.15%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.21%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.59%	92.62%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.38%	94.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.37%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.93%	94.80%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.52%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.04%	95.71%
CHEMBL255	P29275	Adenosine A2b receptor	82.97%	98.59%
CHEMBL4208	P20618	Proteasome component C5	82.90%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.76%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.25%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.22%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.95%	97.28%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.71%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.37%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.15%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.68%	91.07%

Plants that contains it

• Xylocarpus moluccensis

Cross-Links

• PubChem: 122181595
• LOTUS: LTS0020250
• wikiData: Q105146642