[(1S,2R,3'S,4Z,5R)-4-hexa-2,4-diynylidenespiro[3,6-dioxabicyclo[3.1.0]hexane-2,2'-3H-furan]-3'-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 470cede5-ebcb-4606-862c-ff6b20ce96e2
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1S,2R,3'S,4Z,5R)-4-hexa-2,4-diynylidenespiro[3,6-dioxabicyclo[3.1.0]hexane-2,2'-3H-furan]-3'-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C18H16O5/c1-4-6-7-8-9-13-15-16(22-15)18(23-13)14(10-11-20-18)21-17(19)12(3)5-2/h5,9-11,14-16H,1-3H3/b12-5-,13-9-/t14-,15-,16-,18+/m0/s1
• InChI Key: BYKZKOLIFQQDKB-HJPZSAALSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 57.30 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9452	94.52%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6735	67.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8746	87.46%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5624	56.24%
P-glycoprotein inhibitior	-	0.6919	69.19%
P-glycoprotein substrate	-	0.7312	73.12%
CYP3A4 substrate	+	0.6214	62.14%
CYP2C9 substrate	-	0.8049	80.49%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.5995	59.95%
CYP2C9 inhibition	-	0.9261	92.61%
CYP2C19 inhibition	-	0.6388	63.88%
CYP2D6 inhibition	-	0.8964	89.64%
CYP1A2 inhibition	-	0.7130	71.30%
CYP2C8 inhibition	-	0.5849	58.49%
CYP inhibitory promiscuity	-	0.5196	51.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8919	89.19%
Carcinogenicity (trinary)	Non-required	0.4477	44.77%
Eye corrosion	-	0.9200	92.00%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.6271	62.71%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3803	38.03%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5263	52.63%
skin sensitisation	-	0.6643	66.43%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.8483	84.83%
Acute Oral Toxicity (c)	III	0.4485	44.85%
Estrogen receptor binding	+	0.7889	78.89%
Androgen receptor binding	+	0.6471	64.71%
Thyroid receptor binding	+	0.6537	65.37%
Glucocorticoid receptor binding	+	0.5790	57.90%
Aromatase binding	+	0.7128	71.28%
PPAR gamma	+	0.6500	65.00%
Honey bee toxicity	-	0.6567	65.67%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.8016	80.16%

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	96.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.41%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	92.17%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.02%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.57%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.32%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.09%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.49%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.77%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.04%	96.00%

Plants that contains it

• Leucanthemum maximum

Cross-Links

• PubChem: 163190884
• LOTUS: LTS0058545
• wikiData: Q104949471