[(1R,4S,5S,10R)-5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-2-acetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylpropanoate

Details

• Internal ID: fca554e0-be9e-4e3f-8f7c-afcc19286433
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: [(1R,4S,5S,10R)-5-(3a,4,5,6a-tetrahydrofuro[2,3-b]furan-5-yl)-2-acetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylpropanoate
• SMILES (Canonical): CC1CC(C23C(C1(C)C4CC5C=COC5O4)CC(CC26CO6)OC3OC(=O)C(C)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1CC([C@]23[C@H](OC(CC2[C@@]1(C)C4CC5C=COC5O4)CC36CO6)OC(=O)C(C)C)OC(=O)C
• InChI: InChI=1S/C26H36O8/c1-13(2)21(28)34-23-26-18(10-17(32-23)11-25(26)12-30-25)24(5,14(3)8-20(26)31-15(4)27)19-9-16-6-7-29-22(16)33-19/h6-7,13-14,16-20,22-23H,8-12H2,1-5H3/t14-,16?,17?,18?,19?,20?,22?,23+,24-,25?,26-/m0/s1
• InChI Key: YLVIOFHEIFHWJO-ZJVVETIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₈
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.24101810 g/mol
• Topological Polar Surface Area (TPSA): 92.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9876	98.76%
Caco-2	-	0.7063	70.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8046	80.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8664	86.64%
OATP1B3 inhibitior	+	0.7935	79.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4817	48.17%
P-glycoprotein inhibitior	+	0.6015	60.15%
P-glycoprotein substrate	+	0.5055	50.55%
CYP3A4 substrate	+	0.6929	69.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.6433	64.33%
CYP2C9 inhibition	-	0.7550	75.50%
CYP2C19 inhibition	-	0.7454	74.54%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	+	0.5748	57.48%
CYP inhibitory promiscuity	-	0.8083	80.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5874	58.74%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8970	89.70%
Skin irritation	-	0.7302	73.02%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5136	51.36%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7750	77.50%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.7665	76.65%
Acute Oral Toxicity (c)	III	0.3387	33.87%
Estrogen receptor binding	+	0.9034	90.34%
Androgen receptor binding	+	0.6832	68.32%
Thyroid receptor binding	+	0.6131	61.31%
Glucocorticoid receptor binding	+	0.7231	72.31%
Aromatase binding	+	0.7030	70.30%
PPAR gamma	+	0.7783	77.83%
Honey bee toxicity	-	0.6779	67.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9949	99.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.24%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.04%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	92.49%	91.19%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.80%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.90%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.86%	96.77%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.86%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.59%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.70%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.28%	89.05%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.23%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.19%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.93%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.98%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.91%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.55%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.07%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.98%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.60%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.24%	94.33%

Plants that contains it

• Scutellaria albida
• Scutellaria caucasica
• Scutellaria galericulata
• Scutellaria grossa
• Scutellaria rubicunda

Cross-Links

• PubChem: 101606383
• LOTUS: LTS0192835
• wikiData: Q104396845