8-Benzoyl-2-(1,2-dihydroxyhex-3-enyl)-9-hydroxy-8-methoxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione

Details

• Internal ID: 7afba4a0-5f87-43c5-85fe-9a91d8ab40b0
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 8-benzoyl-2-(1,2-dihydroxyhex-3-enyl)-9-hydroxy-8-methoxy-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
• InChI: InChI=1S/C21H23NO8/c1-3-4-10-13(23)16(25)14-11-15(24)20(30-14)18(27)21(29-2,22-19(20)28)17(26)12-8-6-5-7-9-12/h4-11,13,16,18,23,25,27H,3H2,1-2H3,(H,22,28)
• InChI Key: BWXSGIGGLVLYDS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃NO₈
• Molecular Weight: 417.40 g/mol
• Exact Mass: 417.14236669 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7120	71.20%
Caco-2	-	0.7474	74.74%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5162	51.62%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	+	0.8462	84.62%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5423	54.23%
P-glycoprotein inhibitior	-	0.5238	52.38%
P-glycoprotein substrate	-	0.5722	57.22%
CYP3A4 substrate	+	0.5970	59.70%
CYP2C9 substrate	-	0.7986	79.86%
CYP2D6 substrate	-	0.8669	86.69%
CYP3A4 inhibition	-	0.9143	91.43%
CYP2C9 inhibition	-	0.8557	85.57%
CYP2C19 inhibition	-	0.8924	89.24%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	-	0.8346	83.46%
CYP2C8 inhibition	+	0.6419	64.19%
CYP inhibitory promiscuity	-	0.6999	69.99%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5715	57.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9579	95.79%
Skin irritation	-	0.7846	78.46%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6626	66.26%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	+	0.6013	60.13%
skin sensitisation	-	0.8132	81.32%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6238	62.38%
Acute Oral Toxicity (c)	III	0.5628	56.28%
Estrogen receptor binding	-	0.5222	52.22%
Androgen receptor binding	+	0.6188	61.88%
Thyroid receptor binding	-	0.5776	57.76%
Glucocorticoid receptor binding	+	0.6364	63.64%
Aromatase binding	-	0.5338	53.38%
PPAR gamma	+	0.5254	52.54%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4576	45.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.01%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.80%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.14%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.41%	99.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.33%	94.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.67%	99.17%
CHEMBL2535	P11166	Glucose transporter	82.62%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162895231
• LOTUS: LTS0170414
• wikiData: Q104947766