Methyl 9-[1-acetyloxy-1-(furan-3-yl)propan-2-yl]-3,4',4',6-tetramethyl-5,6'-dioxospiro[2,4-dioxatricyclo[4.3.1.03,7]decane-10,2'-3,3a-dihydrofuro[3,2-c]pyran]-1-carboxylate

Details

• Internal ID: 2a8f254a-dadb-4fc5-a4b7-5d19a52184f6
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: methyl 9-[1-acetyloxy-1-(furan-3-yl)propan-2-yl]-3,4',4',6-tetramethyl-5,6'-dioxospiro[2,4-dioxatricyclo[4.3.1.03,7]decane-10,2'-3,3a-dihydrofuro[3,2-c]pyran]-1-carboxylate
• SMILES (Canonical): CC(C1CC2C3(C(=O)OC2(OC1(C34CC5C(=CC(=O)OC5(C)C)O4)C(=O)OC)C)C)C(C6=COC=C6)OC(=O)C
• SMILES (Isomeric): CC(C1CC2C3(C(=O)OC2(OC1(C34CC5C(=CC(=O)OC5(C)C)O4)C(=O)OC)C)C)C(C6=COC=C6)OC(=O)C
• InChI: InChI=1S/C29H34O11/c1-14(22(36-15(2)30)16-8-9-35-13-16)17-10-20-26(5)23(32)39-27(20,6)40-29(17,24(33)34-7)28(26)12-18-19(37-28)11-21(31)38-25(18,3)4/h8-9,11,13-14,17-18,20,22H,10,12H2,1-7H3
• InChI Key: SLBZQUZDZZZPBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₁
• Molecular Weight: 558.60 g/mol
• Exact Mass: 558.21011190 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 11
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	-	0.7359	73.59%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7421	74.21%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.7888	78.88%
OATP1B3 inhibitior	+	0.8620	86.20%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9360	93.60%
P-glycoprotein inhibitior	+	0.8502	85.02%
P-glycoprotein substrate	+	0.7148	71.48%
CYP3A4 substrate	+	0.6960	69.60%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.9307	93.07%
CYP2C19 inhibition	-	0.7766	77.66%
CYP2D6 inhibition	-	0.8825	88.25%
CYP1A2 inhibition	-	0.8260	82.60%
CYP2C8 inhibition	+	0.6695	66.95%
CYP inhibitory promiscuity	-	0.7334	73.34%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4310	43.10%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.8536	85.36%
Skin irritation	-	0.7349	73.49%
Skin corrosion	-	0.9303	93.03%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7115	71.15%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.6092	60.92%
skin sensitisation	-	0.7235	72.35%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6837	68.37%
Acute Oral Toxicity (c)	III	0.4569	45.69%
Estrogen receptor binding	+	0.8530	85.30%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	+	0.6992	69.92%
Glucocorticoid receptor binding	+	0.8300	83.00%
Aromatase binding	+	0.7423	74.23%
PPAR gamma	+	0.7654	76.54%
Honey bee toxicity	-	0.7267	72.67%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9825	98.25%

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	98.85%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.70%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.90%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	97.01%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.47%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.85%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.78%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.47%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	87.52%	89.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.40%	97.14%
CHEMBL2996	Q05655	Protein kinase C delta	85.56%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.38%	94.80%
CHEMBL268	P43235	Cathepsin K	84.86%	96.85%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.49%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.37%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.99%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.05%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.55%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	82.34%	90.17%
CHEMBL5028	O14672	ADAM10	81.88%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.30%	95.71%
CHEMBL4208	P20618	Proteasome component C5	81.00%	90.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.54%	93.56%

Plants that contains it

• Harrisonia brownii

Cross-Links

• PubChem: 162950661
• LOTUS: LTS0208382
• wikiData: Q105255193