3-(16-Hydroxyhexadeca-7,10,13-trienyl)-4-methoxy-5-methylidenefuran-2-one

Details

• Internal ID: 95acd3ef-2c59-47e0-8484-183abbfe36ae
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: 3-(16-hydroxyhexadeca-7,10,13-trienyl)-4-methoxy-5-methylidenefuran-2-one
• SMILES (Canonical): COC1=C(C(=O)OC1=C)CCCCCCC=CCC=CCC=CCCO
• SMILES (Isomeric): COC1=C(C(=O)OC1=C)CCCCCCC=CCC=CCC=CCCO
• InChI: InChI=1S/C22H32O4/c1-19-21(25-2)20(22(24)26-19)17-15-13-11-9-7-5-3-4-6-8-10-12-14-16-18-23/h3,5-6,8,12,14,23H,1,4,7,9-11,13,15-18H2,2H3
• InChI Key: QFJHTSVAVAZSBZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9527	95.27%
Caco-2	-	0.5780	57.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7476	74.76%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.7427	74.27%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7297	72.97%
P-glycoprotein inhibitior	+	0.6848	68.48%
P-glycoprotein substrate	-	0.8706	87.06%
CYP3A4 substrate	+	0.5518	55.18%
CYP2C9 substrate	-	0.6128	61.28%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.8535	85.35%
CYP2C9 inhibition	-	0.9107	91.07%
CYP2C19 inhibition	-	0.8388	83.88%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.7468	74.68%
CYP2C8 inhibition	-	0.6894	68.94%
CYP inhibitory promiscuity	-	0.8913	89.13%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.7303	73.03%
Eye corrosion	-	0.9567	95.67%
Eye irritation	-	0.8333	83.33%
Skin irritation	-	0.6433	64.33%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7213	72.13%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	-	0.8444	84.44%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.5436	54.36%
Acute Oral Toxicity (c)	III	0.6026	60.26%
Estrogen receptor binding	+	0.6481	64.81%
Androgen receptor binding	-	0.7021	70.21%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4738	47.38%
Aromatase binding	-	0.6043	60.43%
PPAR gamma	+	0.6310	63.10%
Honey bee toxicity	-	0.9379	93.79%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.5807	58.07%
Fish aquatic toxicity	-	0.3834	38.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.91%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.76%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.18%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	88.93%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.71%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.62%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.61%	94.75%

Plants that contains it

• Artabotrys hexapetalus

Cross-Links

• PubChem: 162922146
• LOTUS: LTS0270278
• wikiData: Q105219589