[(2S,3R)-2-[(1E,3Z)-3-[(R)-methylsulfinyl]nona-1,3-dien-5,7-diynyl]oxan-3-yl] acetate

Details

• Internal ID: ca6240da-e988-4d7c-9033-73801303fe18
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: [(2S,3R)-2-[(1E,3Z)-3-[(R)-methylsulfinyl]nona-1,3-dien-5,7-diynyl]oxan-3-yl] acetate
• SMILES (Canonical): CC#CC#CC=C(C=CC1C(CCCO1)OC(=O)C)S(=O)C
• SMILES (Isomeric): CC#CC#C/C=C(/C=C/[C@H]1[C@@H](CCCO1)OC(=O)C)\[S@](=O)C
• InChI: InChI=1S/C17H20O4S/c1-4-5-6-7-9-15(22(3)19)11-12-16-17(21-14(2)18)10-8-13-20-16/h9,11-12,16-17H,8,10,13H2,1-3H3/b12-11+,15-9-/t16-,17+,22+/m0/s1
• InChI Key: XMXYOIQFPWYYIT-HXXKHBIHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄S
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.10823029 g/mol
• Topological Polar Surface Area (TPSA): 71.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.94
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9361	93.61%
Caco-2	+	0.5762	57.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8878	88.78%
P-glycoprotein inhibitior	-	0.7688	76.88%
P-glycoprotein substrate	-	0.7944	79.44%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.8106	81.06%
CYP2D6 substrate	-	0.8728	87.28%
CYP3A4 inhibition	-	0.7493	74.93%
CYP2C9 inhibition	-	0.7882	78.82%
CYP2C19 inhibition	-	0.6960	69.60%
CYP2D6 inhibition	-	0.8840	88.40%
CYP1A2 inhibition	-	0.6905	69.05%
CYP2C8 inhibition	-	0.6038	60.38%
CYP inhibitory promiscuity	-	0.8505	85.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.6948	69.48%
Eye corrosion	-	0.9566	95.66%
Eye irritation	-	0.9740	97.40%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7172	71.72%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8104	81.04%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.5938	59.38%
Acute Oral Toxicity (c)	III	0.5361	53.61%
Estrogen receptor binding	+	0.6184	61.84%
Androgen receptor binding	-	0.6388	63.88%
Thyroid receptor binding	+	0.6173	61.73%
Glucocorticoid receptor binding	+	0.5529	55.29%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5584	55.84%
Honey bee toxicity	-	0.7124	71.24%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8815	88.15%

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	93.71%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.88%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.65%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.95%	94.80%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.88%	99.18%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.55%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.76%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.62%	97.09%

Plants that contains it

• Duhaldea cuspidata

Cross-Links

• PubChem: 162851449
• LOTUS: LTS0073753
• wikiData: Q105331499