(3R,5S)-5-(methoxymethyl)-3-octadec-17-en-9-ynyloxolan-2-one

Details

• Internal ID: f0fb5aa6-8977-42c6-a631-ca906b4d56cd
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3R,5S)-5-(methoxymethyl)-3-octadec-17-en-9-ynyloxolan-2-one
• InChI: InChI=1S/C24H40O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-20-23(21-26-2)27-24(22)25/h3,22-23H,1,4-9,12-21H2,2H3/t22-,23+/m1/s1
• InChI Key: UQGDJLWBQWNNEY-PKTZIBPZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₃
• Molecular Weight: 376.60 g/mol
• Exact Mass: 376.29774513 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 6.22
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	-	0.6664	66.64%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6559	65.59%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7069	70.69%
P-glycoprotein inhibitior	-	0.6098	60.98%
P-glycoprotein substrate	-	0.7497	74.97%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	0.5960	59.60%
CYP2D6 substrate	-	0.8449	84.49%
CYP3A4 inhibition	-	0.7075	70.75%
CYP2C9 inhibition	-	0.8912	89.12%
CYP2C19 inhibition	-	0.7242	72.42%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.6609	66.09%
CYP2C8 inhibition	-	0.7127	71.27%
CYP inhibitory promiscuity	-	0.8126	81.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6315	63.15%
Eye corrosion	-	0.8748	87.48%
Eye irritation	-	0.6517	65.17%
Skin irritation	-	0.6838	68.38%
Skin corrosion	-	0.8871	88.71%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4847	48.47%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6052	60.52%
skin sensitisation	-	0.6089	60.89%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.7736	77.36%
Acute Oral Toxicity (c)	III	0.5683	56.83%
Estrogen receptor binding	+	0.6778	67.78%
Androgen receptor binding	-	0.5070	50.70%
Thyroid receptor binding	+	0.5630	56.30%
Glucocorticoid receptor binding	+	0.6303	63.03%
Aromatase binding	-	0.6691	66.91%
PPAR gamma	-	0.5534	55.34%
Honey bee toxicity	-	0.7410	74.10%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9037	90.37%

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	96.76%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.69%	96.09%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	90.12%	92.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.39%	97.09%
CHEMBL1871	P10275	Androgen Receptor	87.75%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.89%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.39%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.61%	96.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.12%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.72%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.80%	94.80%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.10%	89.34%
CHEMBL2581	P07339	Cathepsin D	81.87%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	80.72%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.34%	89.00%

Plants that contains it

• Cananga brandisiana

Cross-Links

• PubChem: 54589747
• LOTUS: LTS0154647
• wikiData: Q105277238