[(2E,5R,8S)-2-hexa-2,4-diynylidene-1,10-dioxaspiro[4.5]dec-3-en-8-yl] acetate

Details

• Internal ID: bbdc63a1-2087-40da-a752-0da6a49baebd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: [(2E,5R,8S)-2-hexa-2,4-diynylidene-1,10-dioxaspiro[4.5]dec-3-en-8-yl] acetate
• SMILES (Canonical): CC#CC#CC=C1C=CC2(O1)CCC(CO2)OC(=O)C
• SMILES (Isomeric): CC#CC#C/C=C/1\C=C[C@]2(O1)CC[C@@H](CO2)OC(=O)C
• InChI: InChI=1S/C16H16O4/c1-3-4-5-6-7-14-8-10-16(20-14)11-9-15(12-18-16)19-13(2)17/h7-8,10,15H,9,11-12H2,1-2H3/b14-7+/t15-,16-/m0/s1
• InChI Key: MAHUDAPJBQCAMM-JEYQBLLFSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₄
• Molecular Weight: 272.29 g/mol
• Exact Mass: 272.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9393	93.93%
Caco-2	+	0.7745	77.45%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8337	83.37%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6589	65.89%
P-glycoprotein inhibitior	-	0.8935	89.35%
P-glycoprotein substrate	-	0.8164	81.64%
CYP3A4 substrate	+	0.6467	64.67%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.8387	83.87%
CYP2C9 inhibition	-	0.9327	93.27%
CYP2C19 inhibition	-	0.8854	88.54%
CYP2D6 inhibition	-	0.8934	89.34%
CYP1A2 inhibition	-	0.7515	75.15%
CYP2C8 inhibition	-	0.7343	73.43%
CYP inhibitory promiscuity	-	0.7522	75.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6473	64.73%
Eye corrosion	-	0.9343	93.43%
Eye irritation	-	0.9554	95.54%
Skin irritation	-	0.8267	82.67%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3595	35.95%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5780	57.80%
skin sensitisation	-	0.8203	82.03%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5894	58.94%
Acute Oral Toxicity (c)	III	0.5656	56.56%
Estrogen receptor binding	+	0.6526	65.26%
Androgen receptor binding	-	0.6105	61.05%
Thyroid receptor binding	+	0.6529	65.29%
Glucocorticoid receptor binding	+	0.6783	67.83%
Aromatase binding	+	0.5480	54.80%
PPAR gamma	+	0.5476	54.76%
Honey bee toxicity	-	0.8211	82.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.8348	83.48%

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	97.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.59%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.58%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.32%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.52%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.48%	94.80%
CHEMBL340	P08684	Cytochrome P450 3A4	83.54%	91.19%
CHEMBL5028	O14672	ADAM10	83.30%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.95%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.28%	97.25%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.97%	80.96%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.48%	97.09%

Plants that contains it

• Artemisia pedemontana subsp. assoana
• Artemisia reptans
• Eschscholzia californica
• Inulanthera nuda

Cross-Links

• PubChem: 14037428
• NPASS: NPC139026
• LOTUS: LTS0245620
• wikiData: Q104667473