5-hydroxy-2-methylidene-4-[(Z)-tetradec-6-enoyl]furan-3-one

Details

• Internal ID: 5786f7d5-5d3d-446b-a0a8-edafda811a26
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones
• IUPAC Name: 5-hydroxy-2-methylidene-4-[(Z)-tetradec-6-enoyl]furan-3-one
• SMILES (Canonical): CCCCCCCC=CCCCCC(=O)C1=C(OC(=C)C1=O)O
• SMILES (Isomeric): CCCCCCC/C=C\CCCCC(=O)C1=C(OC(=C)C1=O)O
• InChI: InChI=1S/C19H28O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-16(20)17-18(21)15(2)23-19(17)22/h9-10,22H,2-8,11-14H2,1H3/b10-9-
• InChI Key: GVQNCNGMVMEWFM-KTKRTIGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 4.92
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9495	94.95%
Caco-2	+	0.6692	66.92%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.7029	70.29%
OATP1B3 inhibitior	+	0.9297	92.97%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5583	55.83%
P-glycoprotein inhibitior	-	0.6320	63.20%
P-glycoprotein substrate	-	0.8407	84.07%
CYP3A4 substrate	-	0.5124	51.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8588	85.88%
CYP3A4 inhibition	-	0.6323	63.23%
CYP2C9 inhibition	-	0.8536	85.36%
CYP2C19 inhibition	-	0.6312	63.12%
CYP2D6 inhibition	-	0.8944	89.44%
CYP1A2 inhibition	-	0.6059	60.59%
CYP2C8 inhibition	-	0.7822	78.22%
CYP inhibitory promiscuity	-	0.9019	90.19%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6339	63.39%
Eye corrosion	-	0.9633	96.33%
Eye irritation	+	0.7257	72.57%
Skin irritation	+	0.6204	62.04%
Skin corrosion	-	0.8893	88.93%
Ames mutagenesis	-	0.9400	94.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7617	76.17%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6219	62.19%
skin sensitisation	-	0.8378	83.78%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6067	60.67%
Acute Oral Toxicity (c)	III	0.5831	58.31%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5428	54.28%
Thyroid receptor binding	-	0.5262	52.62%
Glucocorticoid receptor binding	+	0.5504	55.04%
Aromatase binding	-	0.6643	66.43%
PPAR gamma	+	0.8421	84.21%
Honey bee toxicity	-	0.9666	96.66%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.8578	85.78%
Fish aquatic toxicity	+	0.9929	99.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	96.86%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.66%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.24%	95.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.95%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.91%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	90.63%	89.63%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.49%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.63%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.16%	85.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.72%	89.00%
CHEMBL1781	P11387	DNA topoisomerase I	82.25%	97.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.22%	89.34%
CHEMBL1829	O15379	Histone deacetylase 3	80.79%	95.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.28%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6443970
• LOTUS: LTS0096420
• wikiData: Q105107448