9-Hydroxy-4-(3-methylbut-2-enyl)-[1,3]dioxolo[4,5-g]chromen-6-one

Details

• Internal ID: f7a83385-0e73-41b2-a25f-96d02fc51bbf
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 9-hydroxy-4-(3-methylbut-2-enyl)-[1,3]dioxolo[4,5-g]chromen-6-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OCO3)O)C=CC(=O)O2)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1OCO3)O)C=CC(=O)O2)C
• InChI: InChI=1S/C15H14O5/c1-8(2)3-4-10-13-9(5-6-11(16)20-13)12(17)15-14(10)18-7-19-15/h3,5-6,17H,4,7H2,1-2H3
• InChI Key: NUJIXGZJFZZNEJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.7547	75.47%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8271	82.71%
OATP2B1 inhibitior	-	0.7216	72.16%
OATP1B1 inhibitior	+	0.8637	86.37%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5918	59.18%
P-glycoprotein inhibitior	-	0.7705	77.05%
P-glycoprotein substrate	-	0.7792	77.92%
CYP3A4 substrate	-	0.5641	56.41%
CYP2C9 substrate	-	0.5903	59.03%
CYP2D6 substrate	-	0.8446	84.46%
CYP3A4 inhibition	+	0.7684	76.84%
CYP2C9 inhibition	+	0.8077	80.77%
CYP2C19 inhibition	+	0.8416	84.16%
CYP2D6 inhibition	+	0.6381	63.81%
CYP1A2 inhibition	+	0.7350	73.50%
CYP2C8 inhibition	-	0.8425	84.25%
CYP inhibitory promiscuity	+	0.8272	82.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	-	0.9870	98.70%
Eye irritation	+	0.9087	90.87%
Skin irritation	-	0.7156	71.56%
Skin corrosion	-	0.9424	94.24%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6504	65.04%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.6580	65.80%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8321	83.21%
Acute Oral Toxicity (c)	III	0.4076	40.76%
Estrogen receptor binding	+	0.9117	91.17%
Androgen receptor binding	+	0.7443	74.43%
Thyroid receptor binding	-	0.5495	54.95%
Glucocorticoid receptor binding	+	0.8103	81.03%
Aromatase binding	+	0.5383	53.83%
PPAR gamma	+	0.9289	92.89%
Honey bee toxicity	-	0.9015	90.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9947	99.47%

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	99.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.69%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.38%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.66%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	91.46%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.61%	85.30%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.55%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.24%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.62%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.02%	99.23%

Plants that contains it

• Pterocaulon polystachyum

Cross-Links

• PubChem: 101142533
• LOTUS: LTS0261196
• wikiData: Q105185897