3,4,10-Trihydroxy-2-methoxy-3-methyl-6-propylidene-2-azaspiro[4.5]dec-7-ene-1,9-dione

Details

• Internal ID: 8d207b09-9ce0-4666-9e1c-4f2dc264692b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: 3,4,10-trihydroxy-2-methoxy-3-methyl-6-propylidene-2-azaspiro[4.5]dec-7-ene-1,9-dione
• SMILES (Canonical): CCC=C1C=CC(=O)C(C12C(C(N(C2=O)OC)(C)O)O)O
• SMILES (Isomeric): CCC=C1C=CC(=O)C(C12C(C(N(C2=O)OC)(C)O)O)O
• InChI: InChI=1S/C14H19NO6/c1-4-5-8-6-7-9(16)10(17)14(8)11(18)13(2,20)15(21-3)12(14)19/h5-7,10-11,17-18,20H,4H2,1-3H3
• InChI Key: FFIHXENRVXVAGQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₆
• Molecular Weight: 297.30 g/mol
• Exact Mass: 297.12123733 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.72
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8308	83.08%
Caco-2	-	0.6395	63.95%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.4368	43.68%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8819	88.19%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7547	75.47%
P-glycoprotein inhibitior	-	0.9213	92.13%
P-glycoprotein substrate	-	0.7777	77.77%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8664	86.64%
CYP3A4 inhibition	-	0.9248	92.48%
CYP2C9 inhibition	-	0.7770	77.70%
CYP2C19 inhibition	-	0.7820	78.20%
CYP2D6 inhibition	-	0.8677	86.77%
CYP1A2 inhibition	-	0.7632	76.32%
CYP2C8 inhibition	-	0.7052	70.52%
CYP inhibitory promiscuity	-	0.8487	84.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.5009	50.09%
Eye corrosion	-	0.9778	97.78%
Eye irritation	-	0.9800	98.00%
Skin irritation	-	0.7618	76.18%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8590	85.90%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5074	50.74%
skin sensitisation	-	0.8378	83.78%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5997	59.97%
Acute Oral Toxicity (c)	III	0.5269	52.69%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6454	64.54%
Thyroid receptor binding	+	0.5508	55.08%
Glucocorticoid receptor binding	+	0.6041	60.41%
Aromatase binding	-	0.6163	61.63%
PPAR gamma	-	0.5353	53.53%
Honey bee toxicity	-	0.8252	82.52%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	-	0.3717	37.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.20%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.57%	83.82%
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.05%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.65%	91.11%
CHEMBL4208	P20618	Proteasome component C5	86.53%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.25%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.84%	85.14%

Plants that contains it

• Sorbus pallescens

Cross-Links

• PubChem: 163067302
• LOTUS: LTS0146529
• wikiData: Q103818956