[5-(Acetyloxymethyl)-13-hydroxy-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-16-yl] 2-methylprop-2-enoate

Details

• Internal ID: 5858c84d-3dd5-4da0-8c21-5484f10badb7
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [5-(acetyloxymethyl)-13-hydroxy-2,11,12-trimethyl-6-oxo-7,17-dioxapentacyclo[10.3.1.13,15.05,15.08,13]heptadec-1-en-16-yl] 2-methylprop-2-enoate
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C5CC(C4(C3)O5)(C(=O)O2)COC(=O)C)C)OC(=O)C(=C)C)C)O
• SMILES (Isomeric): CC1CCC2C3(C1(C(C4=C(C5CC(C4(C3)O5)(C(=O)O2)COC(=O)C)C)OC(=O)C(=C)C)C)O
• InChI: InChI=1S/C25H32O8/c1-12(2)20(27)32-19-18-14(4)16-9-23(11-30-15(5)26)21(28)31-17-8-7-13(3)22(19,6)24(17,29)10-25(18,23)33-16/h13,16-17,19,29H,1,7-11H2,2-6H3
• InChI Key: XOMIIMFMCRPSTG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₈
• Molecular Weight: 460.50 g/mol
• Exact Mass: 460.20971797 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9865	98.65%
Caco-2	-	0.5853	58.53%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8273	82.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8670	86.70%
OATP1B3 inhibitior	+	0.9041	90.41%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5418	54.18%
BSEP inhibitior	+	0.5761	57.61%
P-glycoprotein inhibitior	+	0.6534	65.34%
P-glycoprotein substrate	+	0.5582	55.82%
CYP3A4 substrate	+	0.7008	70.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.5589	55.89%
CYP2C9 inhibition	-	0.6296	62.96%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.8298	82.98%
CYP2C8 inhibition	+	0.5605	56.05%
CYP inhibitory promiscuity	-	0.9129	91.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4791	47.91%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8853	88.53%
Skin irritation	+	0.6646	66.46%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6782	67.82%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5191	51.91%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7492	74.92%
Acute Oral Toxicity (c)	III	0.5057	50.57%
Estrogen receptor binding	+	0.8578	85.78%
Androgen receptor binding	+	0.7334	73.34%
Thyroid receptor binding	+	0.5506	55.06%
Glucocorticoid receptor binding	+	0.8169	81.69%
Aromatase binding	+	0.7650	76.50%
PPAR gamma	+	0.7319	73.19%
Honey bee toxicity	-	0.7373	73.73%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.79%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.33%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.17%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	89.11%	91.19%
CHEMBL2581	P07339	Cathepsin D	87.01%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.72%	89.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.91%	92.68%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.84%	94.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.31%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.26%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.13%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.65%	95.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.61%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.61%	91.07%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.34%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.94%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.82%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	81.81%	97.79%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.62%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.55%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.18%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.42%	99.23%
CHEMBL1871	P10275	Androgen Receptor	80.10%	96.43%

Plants that contains it

• Ligularia veitchiana

Cross-Links

• PubChem: 162930068
• LOTUS: LTS0179700
• wikiData: Q105337808