5-Hydroxy-3-icosa-6,9-dienyl-5-methylfuran-2-one

Details

• Internal ID: 0e424f9f-8e2f-4e64-9f67-1d1cdeaf32ad
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Annonaceous acetogenins
• IUPAC Name: 5-hydroxy-3-icosa-6,9-dienyl-5-methylfuran-2-one
• InChI: InChI=1S/C25H42O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-23-22-25(2,27)28-24(23)26/h12-13,15-16,22,27H,3-11,14,17-21H2,1-2H3
• InChI Key: ZLOQPIXRPCAYRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₂O₃
• Molecular Weight: 390.60 g/mol
• Exact Mass: 390.31339520 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 7.16
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	-	0.5409	54.09%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6368	63.68%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	-	0.3201	32.01%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6145	61.45%
P-glycoprotein inhibitior	-	0.4556	45.56%
P-glycoprotein substrate	-	0.8520	85.20%
CYP3A4 substrate	+	0.5565	55.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.5904	59.04%
CYP2C9 inhibition	-	0.7836	78.36%
CYP2C19 inhibition	-	0.6378	63.78%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	-	0.5058	50.58%
CYP2C8 inhibition	-	0.7650	76.50%
CYP inhibitory promiscuity	-	0.6482	64.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9491	94.91%
Eye irritation	-	0.7760	77.60%
Skin irritation	+	0.6171	61.71%
Skin corrosion	-	0.9082	90.82%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7003	70.03%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5924	59.24%
skin sensitisation	-	0.5969	59.69%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6545	65.45%
Acute Oral Toxicity (c)	III	0.5326	53.26%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6140	61.40%
Thyroid receptor binding	+	0.5646	56.46%
Glucocorticoid receptor binding	+	0.5630	56.30%
Aromatase binding	-	0.6555	65.55%
PPAR gamma	-	0.6148	61.48%
Honey bee toxicity	-	0.9796	97.96%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.8184	81.84%
Fish aquatic toxicity	+	0.9901	99.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	98.91%	89.63%
CHEMBL2581	P07339	Cathepsin D	97.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	91.46%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.46%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.98%	95.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	88.52%	85.94%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.02%	92.86%
CHEMBL3401	O75469	Pregnane X receptor	84.71%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	83.54%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.38%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.51%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.06%	94.45%
CHEMBL1781	P11387	DNA topoisomerase I	80.05%	97.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74051544
• LOTUS: LTS0037643
• wikiData: Q105379019