CID 12313647

Details

• Internal ID: 62efc818-0193-490b-ae0e-ff0db5702361
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > p-Dioxolo[2,3-g]coumarins
• IUPAC Name: 2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-7-one
• SMILES (Canonical): C=C(CO)C1COC2=C(O1)C=C3C=CC(=O)OC3=C2
• SMILES (Isomeric): C=C(CO)C1COC2=C(O1)C=C3C=CC(=O)OC3=C2
• InChI: InChI=1S/C14H12O5/c1-8(6-15)13-7-17-11-5-10-9(4-12(11)18-13)2-3-14(16)19-10/h2-5,13,15H,1,6-7H2
• InChI Key: JUHFNIHWCGKLPH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₅
• Molecular Weight: 260.24 g/mol
• Exact Mass: 260.06847348 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 2,3-Dihydro-2-[1-(hydroxymethyl)ethenyl]-7H-pyrano[2,3-g]-1,4-benzodioxin-7-one
• 2-(3-hydroxyprop-1-en-2-yl)-2,3-dihydropyrano[2,3-g][1,4]benzodioxin-7-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9307	93.07%
Caco-2	+	0.6030	60.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7287	72.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6705	67.05%
P-glycoprotein inhibitior	-	0.8796	87.96%
P-glycoprotein substrate	-	0.8012	80.12%
CYP3A4 substrate	-	0.5850	58.50%
CYP2C9 substrate	-	0.8376	83.76%
CYP2D6 substrate	-	0.8183	81.83%
CYP3A4 inhibition	-	0.7092	70.92%
CYP2C9 inhibition	-	0.7547	75.47%
CYP2C19 inhibition	-	0.5565	55.65%
CYP2D6 inhibition	-	0.8088	80.88%
CYP1A2 inhibition	-	0.7658	76.58%
CYP2C8 inhibition	-	0.8023	80.23%
CYP inhibitory promiscuity	-	0.5505	55.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6288	62.88%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.4859	48.59%
Skin irritation	-	0.7276	72.76%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.5466	54.66%
Micronuclear	+	0.5759	57.59%
Hepatotoxicity	-	0.5226	52.26%
skin sensitisation	-	0.6641	66.41%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7519	75.19%
Acute Oral Toxicity (c)	II	0.4574	45.74%
Estrogen receptor binding	+	0.6588	65.88%
Androgen receptor binding	+	0.6484	64.84%
Thyroid receptor binding	-	0.5077	50.77%
Glucocorticoid receptor binding	+	0.6544	65.44%
Aromatase binding	+	0.7370	73.70%
PPAR gamma	+	0.5932	59.32%
Honey bee toxicity	-	0.8314	83.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9642	96.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.71%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.03%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.94%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.91%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.49%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.39%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.84%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.97%	89.67%

Plants that contains it

• Ozothamnus stirlingii

Cross-Links

• PubChem: 12313647
• LOTUS: LTS0104366
• wikiData: Q105135237