[2-Acetyloxy-5-(5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylpropanoate

Details

• Internal ID: a8f154db-00f9-47d8-84e2-55afc4e6dcbe
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: [2-acetyloxy-5-(5-hydroxy-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl)-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] 2-methylpropanoate
• SMILES (Canonical): CC1CC(C23C(C1(C)C4CC5CC(OC5O4)O)CC(CC26CO6)OC3OC(=O)C(C)C)OC(=O)C
• SMILES (Isomeric): CC1CC(C23C(C1(C)C4CC5CC(OC5O4)O)CC(CC26CO6)OC3OC(=O)C(C)C)OC(=O)C
• InChI: InChI=1S/C26H38O9/c1-12(2)21(29)35-23-26-17(9-16(32-23)10-25(26)11-30-25)24(5,13(3)6-19(26)31-14(4)27)18-7-15-8-20(28)34-22(15)33-18/h12-13,15-20,22-23,28H,6-11H2,1-5H3
• InChI Key: BKNXMAVBDJZREO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₈O₉
• Molecular Weight: 494.60 g/mol
• Exact Mass: 494.25158279 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 9
• 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	+	0.9689	96.89%
Caco-2	-	0.7216	72.16%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7875	78.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.8308	83.08%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8433	84.33%
P-glycoprotein inhibitior	-	0.4883	48.83%
P-glycoprotein substrate	+	0.5136	51.36%
CYP3A4 substrate	+	0.6909	69.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8629	86.29%
CYP3A4 inhibition	-	0.5920	59.20%
CYP2C9 inhibition	-	0.7538	75.38%
CYP2C19 inhibition	-	0.8256	82.56%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.9035	90.35%
CYP2C8 inhibition	+	0.4904	49.04%
CYP inhibitory promiscuity	-	0.9410	94.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5965	59.65%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8814	88.14%
Skin irritation	-	0.7156	71.56%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6724	67.24%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8577	85.77%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7683	76.83%
Acute Oral Toxicity (c)	I	0.5919	59.19%
Estrogen receptor binding	+	0.8829	88.29%
Androgen receptor binding	+	0.6684	66.84%
Thyroid receptor binding	+	0.5990	59.90%
Glucocorticoid receptor binding	+	0.6832	68.32%
Aromatase binding	+	0.7072	70.72%
PPAR gamma	+	0.7553	75.53%
Honey bee toxicity	-	0.6521	65.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9765	97.65%

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	97.63%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.61%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	93.02%	91.19%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.94%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.35%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.48%	97.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.23%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.07%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.71%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.59%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.38%	85.14%
CHEMBL2581	P07339	Cathepsin D	87.36%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.58%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.36%	85.31%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.67%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.33%	89.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.41%	82.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.81%	89.50%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	83.30%	83.00%
CHEMBL1914	P06276	Butyrylcholinesterase	82.81%	95.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.74%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.73%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.53%	99.23%
CHEMBL299	P17252	Protein kinase C alpha	81.10%	98.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.48%	96.38%

Plants that contains it

• Scutellaria altissima
• Scutellaria caucasica
• Scutellaria grossa
• Scutellaria rubicunda

Cross-Links

• PubChem: 163103525
• LOTUS: LTS0126866
• wikiData: Q104937705