8-(2,2-Dimethyl-5-prop-1-en-2-yl-1,3-dioxolan-4-yl)-7-methoxychromen-2-one

Details

• Internal ID: 772cbd76-c904-49fc-92fb-808711cbcbd1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 8-(2,2-dimethyl-5-prop-1-en-2-yl-1,3-dioxolan-4-yl)-7-methoxychromen-2-one
• SMILES (Canonical): CC(=C)C1C(OC(O1)(C)C)C2=C(C=CC3=C2OC(=O)C=C3)OC
• SMILES (Isomeric): CC(=C)C1C(OC(O1)(C)C)C2=C(C=CC3=C2OC(=O)C=C3)OC
• InChI: InChI=1S/C18H20O5/c1-10(2)15-17(23-18(3,4)22-15)14-12(20-5)8-6-11-7-9-13(19)21-16(11)14/h6-9,15,17H,1H2,2-5H3
• InChI Key: BKRYCKWZMMOWRA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.30 g/mol
• Exact Mass: 316.13107373 g/mol
• Topological Polar Surface Area (TPSA): 54.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.6683	66.83%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7505	75.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.8964	89.64%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5930	59.30%
P-glycoprotein inhibitior	+	0.5833	58.33%
P-glycoprotein substrate	-	0.7095	70.95%
CYP3A4 substrate	+	0.5436	54.36%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	+	0.9573	95.73%
CYP2C9 inhibition	-	0.5203	52.03%
CYP2C19 inhibition	+	0.9448	94.48%
CYP2D6 inhibition	-	0.8294	82.94%
CYP1A2 inhibition	+	0.5381	53.81%
CYP2C8 inhibition	+	0.4653	46.53%
CYP inhibitory promiscuity	+	0.9233	92.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5030	50.30%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.7195	71.95%
Skin irritation	-	0.7750	77.50%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6905	69.05%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.7267	72.67%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	+	0.6222	62.22%
Acute Oral Toxicity (c)	III	0.4139	41.39%
Estrogen receptor binding	+	0.8474	84.74%
Androgen receptor binding	+	0.8037	80.37%
Thyroid receptor binding	+	0.6999	69.99%
Glucocorticoid receptor binding	+	0.6504	65.04%
Aromatase binding	+	0.7820	78.20%
PPAR gamma	+	0.7802	78.02%
Honey bee toxicity	-	0.7423	74.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9964	99.64%

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	92.52%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.27%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.81%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.43%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.33%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.09%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.92%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.47%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.75%	86.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.32%	97.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.98%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.11%	94.75%
CHEMBL1255126	O15151	Protein Mdm4	80.82%	90.20%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.33%	92.62%

Plants that contains it

• Galipea panamensis
• Murraya paniculata

Cross-Links

• PubChem: 14185874
• LOTUS: LTS0183715
• wikiData: Q104937761