8-(Hydroxymethyl)-8-methyl-9,10-dihydropyrano[2,3-h]chromen-2-one

Details

• Internal ID: e2b56b0e-8ce5-4d0c-94b6-6a05ad410331
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 8-(hydroxymethyl)-8-methyl-9,10-dihydropyrano[2,3-h]chromen-2-one
• SMILES (Canonical): CC1(CCC2=C(O1)C=CC3=C2OC(=O)C=C3)CO
• SMILES (Isomeric): CC1(CCC2=C(O1)C=CC3=C2OC(=O)C=C3)CO
• InChI: InChI=1S/C14H14O4/c1-14(8-15)7-6-10-11(18-14)4-2-9-3-5-12(16)17-13(9)10/h2-5,15H,6-8H2,1H3
• InChI Key: YLYZOMTVOICJLY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₄
• Molecular Weight: 246.26 g/mol
• Exact Mass: 246.08920892 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9564	95.64%
Caco-2	+	0.5918	59.18%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8203	82.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9242	92.42%
OATP1B3 inhibitior	+	0.9181	91.81%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8453	84.53%
P-glycoprotein inhibitior	-	0.9500	95.00%
P-glycoprotein substrate	-	0.9403	94.03%
CYP3A4 substrate	-	0.5206	52.06%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.8003	80.03%
CYP3A4 inhibition	-	0.9100	91.00%
CYP2C9 inhibition	-	0.7902	79.02%
CYP2C19 inhibition	-	0.7291	72.91%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	-	0.5973	59.73%
CYP2C8 inhibition	-	0.8406	84.06%
CYP inhibitory promiscuity	-	0.9011	90.11%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.6252	62.52%
Skin irritation	-	0.7467	74.67%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5098	50.98%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5965	59.65%
skin sensitisation	-	0.8959	89.59%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4721	47.21%
Acute Oral Toxicity (c)	III	0.6321	63.21%
Estrogen receptor binding	+	0.6922	69.22%
Androgen receptor binding	+	0.6963	69.63%
Thyroid receptor binding	-	0.6519	65.19%
Glucocorticoid receptor binding	+	0.5397	53.97%
Aromatase binding	+	0.6547	65.47%
PPAR gamma	+	0.7046	70.46%
Honey bee toxicity	-	0.9531	95.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9268	92.68%

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	95.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.00%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.58%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.13%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.90%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.64%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.59%	96.09%

Plants that contains it

• Ammi majus

Cross-Links

• PubChem: 162895158
• LOTUS: LTS0159436
• wikiData: Q105350399