3-(7,10-Hexadecadienylidene)dihydro-4-hydroxy-5-methylene-2(3h)-furanone

Details

• Internal ID: 5761a049-a528-43b7-b1a7-150912069017
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: 3-hexadeca-7,10-dienylidene-4-hydroxy-5-methylideneoxolan-2-one
• SMILES (Canonical): CCCCCC=CCC=CCCCCCC=C1C(C(=C)OC1=O)O
• SMILES (Isomeric): CCCCCC=CCC=CCCCCCC=C1C(C(=C)OC1=O)O
• InChI: InChI=1S/C21H32O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-19-20(22)18(2)24-21(19)23/h7-8,10-11,17,20,22H,2-6,9,12-16H2,1H3
• InChI Key: PVSAXGOXUDSXHP-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₃
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.38
• H-Bond Acceptor: 3
• 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	+	0.9824	98.24%
Caco-2	-	0.5555	55.55%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5420	54.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3526	35.26%
OATP1B3 inhibitior	+	0.9403	94.03%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6543	65.43%
P-glycoprotein inhibitior	-	0.4500	45.00%
P-glycoprotein substrate	-	0.8598	85.98%
CYP3A4 substrate	+	0.5321	53.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.7633	76.33%
CYP2C9 inhibition	-	0.8037	80.37%
CYP2C19 inhibition	-	0.5473	54.73%
CYP2D6 inhibition	-	0.8830	88.30%
CYP1A2 inhibition	+	0.5359	53.59%
CYP2C8 inhibition	-	0.7589	75.89%
CYP inhibitory promiscuity	-	0.6861	68.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5876	58.76%
Eye corrosion	-	0.9247	92.47%
Eye irritation	-	0.8199	81.99%
Skin irritation	+	0.6452	64.52%
Skin corrosion	-	0.8742	87.42%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6996	69.96%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6561	65.61%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5957	59.57%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	+	0.6472	64.72%
Androgen receptor binding	-	0.6605	66.05%
Thyroid receptor binding	-	0.5082	50.82%
Glucocorticoid receptor binding	-	0.6189	61.89%
Aromatase binding	-	0.6025	60.25%
PPAR gamma	+	0.7975	79.75%
Honey bee toxicity	-	0.9738	97.38%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	+	0.7375	73.75%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.35%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.58%	85.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.73%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.15%	92.08%
CHEMBL230	P35354	Cyclooxygenase-2	88.20%	89.63%
CHEMBL3401	O75469	Pregnane X receptor	86.55%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.33%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.20%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.64%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.15%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.40%	99.23%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.38%	96.37%
CHEMBL221	P23219	Cyclooxygenase-1	81.02%	90.17%

Plants that contains it

• Lindera glauca

Cross-Links

• PubChem: 129681952
• LOTUS: LTS0003439
• wikiData: Q105215581