Acetic acid (2S)-tetrahydro-2beta-[(E)-1-nonene-3,5,7-triynyl]-2H-pyran-3alpha-yl ester

Details

• Internal ID: 677b32e7-301d-4b1b-82a2-075293d5a7b8
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: [(2S,3R)-2-[(E)-non-1-en-3,5,7-triynyl]oxan-3-yl] acetate
• SMILES (Canonical): CC#CC#CC#CC=CC1C(CCCO1)OC(=O)C
• SMILES (Isomeric): CC#CC#CC#C/C=C/[C@H]1[C@@H](CCCO1)OC(=O)C
• InChI: InChI=1S/C16H16O3/c1-3-4-5-6-7-8-9-11-15-16(19-14(2)17)12-10-13-18-15/h9,11,15-16H,10,12-13H2,1-2H3/b11-9+/t15-,16+/m0/s1
• InChI Key: VMRYKZFDDDKPHZ-XLMABTLZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₃
• Molecular Weight: 256.30 g/mol
• Exact Mass: 256.109944368 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9654	96.54%
Caco-2	-	0.5342	53.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8676	86.76%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8758	87.58%
P-glycoprotein inhibitior	-	0.8800	88.00%
P-glycoprotein substrate	-	0.8828	88.28%
CYP3A4 substrate	+	0.6123	61.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.9598	95.98%
CYP2C19 inhibition	-	0.8787	87.87%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.7068	70.68%
CYP2C8 inhibition	-	0.8464	84.64%
CYP inhibitory promiscuity	-	0.7941	79.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.6573	65.73%
Eye corrosion	-	0.8227	82.27%
Eye irritation	-	0.9717	97.17%
Skin irritation	-	0.7127	71.27%
Skin corrosion	-	0.9546	95.46%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4325	43.25%
Micronuclear	-	0.8241	82.41%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.7667	76.67%
Mitochondrial toxicity	-	0.9125	91.25%
Nephrotoxicity	-	0.5616	56.16%
Acute Oral Toxicity (c)	III	0.5229	52.29%
Estrogen receptor binding	+	0.5736	57.36%
Androgen receptor binding	-	0.7236	72.36%
Thyroid receptor binding	+	0.6427	64.27%
Glucocorticoid receptor binding	-	0.4679	46.79%
Aromatase binding	-	0.5442	54.42%
PPAR gamma	-	0.5818	58.18%
Honey bee toxicity	-	0.7256	72.56%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	-	0.4000	40.00%

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	91.88%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	89.59%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.82%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.24%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.03%	86.33%

Plants that contains it

• Adenocarpus foliolosus
• Anthoxanthum nitens
• Betula glandulosa
• Chromolaena arnottiana
• Clethra macrophylla
• Duhaldea cuspidata
• Ichthyothere terminalis
• Merremia hirta
• Microglossa pyrrhopappa
• Piper pseudofuligineum
• Polygala reinii
• Retama raetam subsp. bovei
• Rhamnus fallax
• Rubia schumanniana
• Sabal causiarum

Cross-Links

• PubChem: 11242289
• NPASS: NPC228572
• LOTUS: LTS0231288
• wikiData: Q105289226