(6S)-6-[(1Z)-hepta-1,6-dienyl]-1-[(2S)-oxiran-2-yl]octa-2,4-diyne-1,7-dione

Details

• Internal ID: 7a8a8b76-2fcf-4278-b3d5-3f5de7edf90e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Alpha,beta-unsaturated ketones
• IUPAC Name: (6S)-6-[(1Z)-hepta-1,6-dienyl]-1-[(2S)-oxiran-2-yl]octa-2,4-diyne-1,7-dione
• SMILES (Canonical): CC(=O)C(C=CCCCC=C)C#CC#CC(=O)C1CO1
• SMILES (Isomeric): CC(=O)[C@@H](/C=C\CCCC=C)C#CC#CC(=O)[C@@H]1CO1
• InChI: InChI=1S/C17H18O3/c1-3-4-5-6-7-10-15(14(2)18)11-8-9-12-16(19)17-13-20-17/h3,7,10,15,17H,1,4-6,13H2,2H3/b10-7-/t15-,17-/m0/s1
• InChI Key: GVGNOFJZTUZSPV-JIVFLUIXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.32 g/mol
• Exact Mass: 270.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.08
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9699	96.99%
Caco-2	-	0.6658	66.58%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7435	74.35%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9599	95.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6869	68.69%
P-glycoprotein inhibitior	-	0.8292	82.92%
P-glycoprotein substrate	-	0.5988	59.88%
CYP3A4 substrate	+	0.5837	58.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	-	0.8233	82.33%
CYP2C9 inhibition	-	0.7455	74.55%
CYP2C19 inhibition	-	0.6937	69.37%
CYP2D6 inhibition	-	0.9346	93.46%
CYP1A2 inhibition	-	0.5836	58.36%
CYP2C8 inhibition	-	0.7277	72.77%
CYP inhibitory promiscuity	-	0.7910	79.10%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6671	66.71%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	+	0.6323	63.23%
Eye irritation	-	0.9335	93.35%
Skin irritation	+	0.7514	75.14%
Skin corrosion	+	0.6921	69.21%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4108	41.08%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7550	75.50%
skin sensitisation	+	0.6690	66.90%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.8222	82.22%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	-	0.5698	56.98%
Acute Oral Toxicity (c)	II	0.4974	49.74%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6476	64.76%
Thyroid receptor binding	-	0.5751	57.51%
Glucocorticoid receptor binding	+	0.7213	72.13%
Aromatase binding	+	0.6067	60.67%
PPAR gamma	-	0.4936	49.36%
Honey bee toxicity	-	0.7202	72.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.4448	44.48%

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	93.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.73%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.20%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.46%	95.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.25%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	88.32%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.57%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.16%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.04%	90.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.34%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.36%	89.00%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 163186515
• LOTUS: LTS0090718
• wikiData: Q105021205