[(2E,5R,9S)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]nona-3,7-dien-9-yl] 3-methylbutanoate

Details

• Internal ID: f6a6c5ca-371c-429a-bb74-99cf6a93ee4e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(2E,5R,9S)-2-hexa-2,4-diynylidene-1,6-dioxaspiro[4.4]nona-3,7-dien-9-yl] 3-methylbutanoate
• SMILES (Canonical): CC#CC#CC=C1C=CC2(O1)C(C=CO2)OC(=O)CC(C)C
• SMILES (Isomeric): CC#CC#C/C=C/1\C=C[C@@]2(O1)[C@H](C=CO2)OC(=O)CC(C)C
• InChI: InChI=1S/C18H18O4/c1-4-5-6-7-8-15-9-11-18(22-15)16(10-12-20-18)21-17(19)13-14(2)3/h8-12,14,16H,13H2,1-3H3/b15-8+/t16-,18+/m0/s1
• InChI Key: UDLGECIJZAXBNN-SVCXMFRPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₄
• Molecular Weight: 298.30 g/mol
• Exact Mass: 298.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.68
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9537	95.37%
Caco-2	+	0.7267	72.67%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6379	63.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8779	87.79%
OATP1B3 inhibitior	+	0.8836	88.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.4635	46.35%
P-glycoprotein inhibitior	-	0.7715	77.15%
P-glycoprotein substrate	-	0.6833	68.33%
CYP3A4 substrate	+	0.6161	61.61%
CYP2C9 substrate	-	0.8154	81.54%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.7562	75.62%
CYP2C9 inhibition	-	0.8989	89.89%
CYP2C19 inhibition	-	0.7919	79.19%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.8507	85.07%
CYP2C8 inhibition	-	0.7031	70.31%
CYP inhibitory promiscuity	-	0.7259	72.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.3906	39.06%
Eye corrosion	-	0.8987	89.87%
Eye irritation	-	0.8470	84.70%
Skin irritation	-	0.7525	75.25%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.5891	58.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4093	40.93%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6003	60.03%
skin sensitisation	+	0.4874	48.74%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6222	62.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.6377	63.77%
Acute Oral Toxicity (c)	III	0.4705	47.05%
Estrogen receptor binding	+	0.7224	72.24%
Androgen receptor binding	+	0.6604	66.04%
Thyroid receptor binding	+	0.6521	65.21%
Glucocorticoid receptor binding	+	0.6494	64.94%
Aromatase binding	+	0.7884	78.84%
PPAR gamma	+	0.6417	64.17%
Honey bee toxicity	-	0.7092	70.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.8377	83.77%

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	95.73%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.18%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.19%	94.73%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	88.52%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.98%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.06%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.56%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.54%	86.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.27%	83.10%

Plants that contains it

• Leucanthemum vulgare subsp. vulgare
• Santolina oblongifolia
• Santolina rosmarinifolia

Cross-Links

• PubChem: 163019297
• LOTUS: LTS0160122
• wikiData: Q105270407