Deoxyradicinin

Details

• Internal ID: 403173ad-5286-4ff5-a100-fe3cf0776b0a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (2S)-2-methyl-7-[(E)-prop-1-enyl]-2,3-dihydropyrano[3,2-c]pyran-4,5-dione
• SMILES (Canonical): CC=CC1=CC2=C(C(=O)CC(O2)C)C(=O)O1
• SMILES (Isomeric): C/C=C/C1=CC2=C(C(=O)C[C@@H](O2)C)C(=O)O1
• InChI: InChI=1S/C12H12O4/c1-3-4-8-6-10-11(12(14)16-8)9(13)5-7(2)15-10/h3-4,6-7H,5H2,1-2H3/b4-3+/t7-/m0/s1
• InChI Key: SHGIAYIFKLLQOL-SDLBARTOSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.22 g/mol
• Exact Mass: 220.07355886 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• (-)-Deoxyradicinin
• Deoxyradicinin, (-)-
• S4H35K8SNS
• UNII-S4H35K8SNS
• 84413-76-3
• 2H,5H-Pyrano(4,3-b)pyran-4,5(3H)-dione, 2-methyl-7-(1E)-1-propen-1-yl-, (2S)-
• 4H,5H-Pyrano(4,3-b)pyran-4,5-dione, 2,3-dihydro-2-methyl-7-(1-propenyl)-, (S-(E))-
• SCHEMBL13641697
• Q27288584

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.5756	57.56%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6692	66.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9792	97.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8261	82.61%
P-glycoprotein inhibitior	-	0.9502	95.02%
P-glycoprotein substrate	-	0.8494	84.94%
CYP3A4 substrate	-	0.5555	55.55%
CYP2C9 substrate	+	0.6150	61.50%
CYP2D6 substrate	-	0.8594	85.94%
CYP3A4 inhibition	-	0.5268	52.68%
CYP2C9 inhibition	-	0.5561	55.61%
CYP2C19 inhibition	-	0.7611	76.11%
CYP2D6 inhibition	-	0.8709	87.09%
CYP1A2 inhibition	-	0.5873	58.73%
CYP2C8 inhibition	-	0.9263	92.63%
CYP inhibitory promiscuity	-	0.7374	73.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5370	53.70%
Eye corrosion	-	0.9541	95.41%
Eye irritation	-	0.5634	56.34%
Skin irritation	-	0.6434	64.34%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6010	60.10%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.6336	63.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6414	64.14%
Acute Oral Toxicity (c)	III	0.4268	42.68%
Estrogen receptor binding	-	0.5286	52.86%
Androgen receptor binding	+	0.6528	65.28%
Thyroid receptor binding	-	0.8936	89.36%
Glucocorticoid receptor binding	-	0.6503	65.03%
Aromatase binding	-	0.6871	68.71%
PPAR gamma	-	0.5516	55.16%
Honey bee toxicity	-	0.8195	81.95%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9650	96.50%

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	95.41%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.48%	94.80%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.96%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.87%	89.00%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.16%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.20%	89.34%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.70%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.59%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.06%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.89%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 70957997
• LOTUS: LTS0249579
• wikiData: Q27288584