(5R)-3-[(Z)-hexadec-7-enyl]-4-hydroxy-5-methoxy-5-methylfuran-2-one

Details

• Internal ID: b0fb252c-ad88-4148-8a38-7dd1ee51a81d
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: (5R)-3-[(Z)-hexadec-7-enyl]-4-hydroxy-5-methoxy-5-methylfuran-2-one
• InChI: InChI=1S/C22H38O4/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(23)22(2,25-3)26-21(19)24/h11-12,23H,4-10,13-18H2,1-3H3/b12-11-/t22-/m1/s1
• InChI Key: OIEZJKMVJYGTMT-SSSWZJSRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₈O₄
• Molecular Weight: 366.50 g/mol
• Exact Mass: 366.27700969 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.37
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9521	95.21%
Caco-2	+	0.7897	78.97%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6802	68.02%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.6951	69.51%
OATP1B3 inhibitior	+	0.9123	91.23%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7467	74.67%
P-glycoprotein inhibitior	-	0.4736	47.36%
P-glycoprotein substrate	-	0.8361	83.61%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.6086	60.86%
CYP2D6 substrate	-	0.8832	88.32%
CYP3A4 inhibition	-	0.5091	50.91%
CYP2C9 inhibition	-	0.6398	63.98%
CYP2C19 inhibition	+	0.6169	61.69%
CYP2D6 inhibition	-	0.8815	88.15%
CYP1A2 inhibition	-	0.5349	53.49%
CYP2C8 inhibition	+	0.6100	61.00%
CYP inhibitory promiscuity	-	0.6572	65.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6320	63.20%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.5985	59.85%
Skin irritation	-	0.5768	57.68%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5761	57.61%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5174	51.74%
skin sensitisation	-	0.8079	80.79%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.7538	75.38%
Acute Oral Toxicity (c)	III	0.3773	37.73%
Estrogen receptor binding	+	0.5397	53.97%
Androgen receptor binding	-	0.5747	57.47%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.5985	59.85%
Aromatase binding	-	0.8037	80.37%
PPAR gamma	+	0.7193	71.93%
Honey bee toxicity	-	0.9487	94.87%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	+	0.8484	84.84%
Fish aquatic toxicity	+	0.9832	98.32%

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	97.99%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	96.70%	89.63%
CHEMBL2581	P07339	Cathepsin D	95.33%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.56%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.56%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.58%	92.08%
CHEMBL3401	O75469	Pregnane X receptor	89.15%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.85%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.67%	96.09%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.82%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.77%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.18%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.76%	94.45%
CHEMBL240	Q12809	HERG	80.70%	89.76%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.45%	82.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.44%	99.23%

Plants that contains it

• Zygogynum acsmithii

Cross-Links

• PubChem: 163037286
• LOTUS: LTS0107713
• wikiData: Q105192471