[(1S,5R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-3,6-dioxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate

Details

• Internal ID: 150af088-c8c7-4cd5-9f74-73e2d7f633fc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: [(1S,5R,9S)-1-[(1E)-2,6-dimethylhepta-1,5-dienyl]-3,6-dioxo-2-oxaspiro[4.5]dec-7-en-9-yl] acetate
• SMILES (Canonical): CC(=CCCC(=CC1C2(CC(C=CC2=O)OC(=O)C)CC(=O)O1)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/[C@H]1[C@@]2(C[C@@H](C=CC2=O)OC(=O)C)CC(=O)O1)/C)C
• InChI: InChI=1S/C20H26O5/c1-13(2)6-5-7-14(3)10-18-20(12-19(23)25-18)11-16(24-15(4)21)8-9-17(20)22/h6,8-10,16,18H,5,7,11-12H2,1-4H3/b14-10+/t16-,18+,20+/m1/s1
• InChI Key: PXCPYWFVMWHLIE-CLAHESPHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.5863	58.63%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6822	68.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8547	85.47%
OATP1B3 inhibitior	+	0.8273	82.73%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8239	82.39%
P-glycoprotein inhibitior	-	0.4842	48.42%
P-glycoprotein substrate	-	0.7742	77.42%
CYP3A4 substrate	+	0.6299	62.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9021	90.21%
CYP3A4 inhibition	-	0.7092	70.92%
CYP2C9 inhibition	-	0.7781	77.81%
CYP2C19 inhibition	-	0.7723	77.23%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.7453	74.53%
CYP2C8 inhibition	-	0.8071	80.71%
CYP inhibitory promiscuity	-	0.7982	79.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5428	54.28%
Eye corrosion	-	0.9601	96.01%
Eye irritation	-	0.9048	90.48%
Skin irritation	-	0.5233	52.33%
Skin corrosion	-	0.8480	84.80%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4700	47.00%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5324	53.24%
skin sensitisation	-	0.5763	57.63%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5201	52.01%
Acute Oral Toxicity (c)	III	0.6538	65.38%
Estrogen receptor binding	+	0.5420	54.20%
Androgen receptor binding	-	0.5366	53.66%
Thyroid receptor binding	-	0.5596	55.96%
Glucocorticoid receptor binding	+	0.6583	65.83%
Aromatase binding	-	0.6101	61.01%
PPAR gamma	-	0.5349	53.49%
Honey bee toxicity	-	0.7274	72.74%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9556	95.56%

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	98.03%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.05%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.84%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.40%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.38%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.69%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.60%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.04%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.68%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.04%	94.73%

Plants that contains it

• Miliusa balansae

Cross-Links

• PubChem: 162923119
• LOTUS: LTS0038698
• wikiData: Q105216106