[(1S,2S,4R,5S,6R,8S,10R,11R)-5-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-2-acetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 72b38628-58e2-4aa5-8cdc-3a1f9a351adc
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: [(1S,2S,4R,5S,6R,8S,10R,11R)-5-[(3aR,5S,6aS)-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]-2-acetyloxy-4,5-dimethylspiro[9-oxatricyclo[6.2.2.01,6]dodecane-11,2'-oxirane]-10-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C23C(CC(O1)CC24CO4)C(C(CC3OC(=O)C)C)(C)C5CC6CCOC6O5
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1[C@]23[C@H](C[C@H](O1)C[C@]24CO4)[C@@]([C@@H](C[C@@H]3OC(=O)C)C)(C)[C@@H]5C[C@H]6CCO[C@H]6O5
• InChI: InChI=1S/C27H38O8/c1-6-14(2)22(29)35-24-27-19(11-18(33-24)12-26(27)13-31-26)25(5,15(3)9-21(27)32-16(4)28)20-10-17-7-8-30-23(17)34-20/h6,15,17-21,23-24H,7-13H2,1-5H3/b14-6+/t15-,17-,18+,19-,20+,21+,23+,24-,25+,26+,27-/m1/s1
• InChI Key: UERGQMPBKIJIHF-DZRPWGHWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₈O₈
• Molecular Weight: 490.60 g/mol
• Exact Mass: 490.25666817 g/mol
• Topological Polar Surface Area (TPSA): 92.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.52
• 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	+	0.9825	98.25%
Caco-2	-	0.6327	63.27%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8271	82.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4716	47.16%
P-glycoprotein inhibitior	+	0.6656	66.56%
P-glycoprotein substrate	-	0.5072	50.72%
CYP3A4 substrate	+	0.7041	70.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8852	88.52%
CYP3A4 inhibition	-	0.7713	77.13%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.8595	85.95%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.7802	78.02%
CYP2C8 inhibition	+	0.6482	64.82%
CYP inhibitory promiscuity	-	0.8304	83.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5592	55.92%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6527	65.27%
Skin corrosion	-	0.9155	91.55%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5377	53.77%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8468	84.68%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7829	78.29%
Acute Oral Toxicity (c)	I	0.4514	45.14%
Estrogen receptor binding	+	0.8964	89.64%
Androgen receptor binding	+	0.6472	64.72%
Thyroid receptor binding	+	0.5856	58.56%
Glucocorticoid receptor binding	+	0.7983	79.83%
Aromatase binding	+	0.7578	75.78%
PPAR gamma	+	0.7729	77.29%
Honey bee toxicity	-	0.7022	70.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9912	99.12%

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	96.08%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.38%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.10%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.62%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.69%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.39%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.38%	97.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.62%	95.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.35%	89.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.96%	97.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.68%	97.14%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.54%	98.99%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.37%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.23%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.85%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.30%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.18%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.86%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.47%	89.05%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.21%	98.75%

Plants that contains it

• Scutellaria cypria

Cross-Links

• PubChem: 163014558
• LOTUS: LTS0231783
• wikiData: Q105271086