[(1S,2S,3'S,4Z,5R)-4-hexa-2,4-diynylidenespiro[3,6-dioxabicyclo[3.1.0]hexane-2,6'-oxane]-3'-yl] acetate

Details

• Internal ID: a5fc3ec5-3bdd-4524-9b9b-e376208b78be
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: [(1S,2S,3'S,4Z,5R)-4-hexa-2,4-diynylidenespiro[3,6-dioxabicyclo[3.1.0]hexane-2,6'-oxane]-3'-yl] acetate
• InChI: InChI=1S/C16H16O5/c1-3-4-5-6-7-13-14-15(20-14)16(21-13)9-8-12(10-18-16)19-11(2)17/h7,12,14-15H,8-10H2,1-2H3/b13-7-/t12-,14-,15-,16-/m0/s1
• InChI Key: ZDCLDOZKWHHBMR-MSCSXZHGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₅
• Molecular Weight: 288.29 g/mol
• Exact Mass: 288.09977361 g/mol
• Topological Polar Surface Area (TPSA): 57.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 5
• 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	+	0.9332	93.32%
Caco-2	+	0.5938	59.38%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8173	81.73%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8389	83.89%
P-glycoprotein inhibitior	-	0.8801	88.01%
P-glycoprotein substrate	-	0.7958	79.58%
CYP3A4 substrate	+	0.6481	64.81%
CYP2C9 substrate	-	0.8115	81.15%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.7512	75.12%
CYP2C9 inhibition	-	0.8818	88.18%
CYP2C19 inhibition	-	0.8307	83.07%
CYP2D6 inhibition	-	0.8791	87.91%
CYP1A2 inhibition	-	0.7310	73.10%
CYP2C8 inhibition	-	0.7255	72.55%
CYP inhibitory promiscuity	-	0.6351	63.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6244	62.44%
Eye corrosion	-	0.9599	95.99%
Eye irritation	-	0.9794	97.94%
Skin irritation	-	0.7656	76.56%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3985	39.85%
Micronuclear	-	0.6558	65.58%
Hepatotoxicity	-	0.6405	64.05%
skin sensitisation	-	0.7635	76.35%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.8025	80.25%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.7546	75.46%
Androgen receptor binding	+	0.5723	57.23%
Thyroid receptor binding	+	0.6064	60.64%
Glucocorticoid receptor binding	+	0.6610	66.10%
Aromatase binding	+	0.6094	60.94%
PPAR gamma	+	0.7145	71.45%
Honey bee toxicity	-	0.7964	79.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9059	90.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.11%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.23%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.69%	98.95%
CHEMBL5028	O14672	ADAM10	87.22%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.06%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.22%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.51%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.67%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.44%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.29%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.18%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.18%	100.00%

Plants that contains it

• Artemisia douglasiana

Cross-Links

• PubChem: 162875034
• LOTUS: LTS0185530
• wikiData: Q105372063