(8R)-8-(hydroxymethyl)-8-methylpyrano[2,3-f]chromen-2-one

Details

• Internal ID: 552c37ca-6bfc-4a5f-9879-163205d62f5a
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: (8R)-8-(hydroxymethyl)-8-methylpyrano[2,3-f]chromen-2-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2OC(=O)C=C3)CO
• SMILES (Isomeric): C[C@@]1(C=CC2=C(O1)C=CC3=C2OC(=O)C=C3)CO
• InChI: InChI=1S/C14H12O4/c1-14(8-15)7-6-10-11(18-14)4-2-9-3-5-12(16)17-13(9)10/h2-7,15H,8H2,1H3/t14-/m1/s1
• InChI Key: DQAKSROQBGLGSE-CQSZACIVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂O₄
• Molecular Weight: 244.24 g/mol
• Exact Mass: 244.07355886 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.95
• 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	+	0.9761	97.61%
Caco-2	+	0.5082	50.82%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7107	71.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5722	57.22%
P-glycoprotein inhibitior	-	0.9273	92.73%
P-glycoprotein substrate	-	0.9016	90.16%
CYP3A4 substrate	-	0.5603	56.03%
CYP2C9 substrate	-	0.6589	65.89%
CYP2D6 substrate	-	0.8325	83.25%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	-	0.8229	82.29%
CYP2C19 inhibition	-	0.7568	75.68%
CYP2D6 inhibition	-	0.8771	87.71%
CYP1A2 inhibition	-	0.6947	69.47%
CYP2C8 inhibition	-	0.7956	79.56%
CYP inhibitory promiscuity	-	0.7574	75.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5241	52.41%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.6240	62.40%
Skin irritation	-	0.7448	74.48%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6218	62.18%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	+	0.6807	68.07%
skin sensitisation	-	0.6950	69.50%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.5513	55.13%
Acute Oral Toxicity (c)	III	0.4492	44.92%
Estrogen receptor binding	+	0.8401	84.01%
Androgen receptor binding	+	0.7205	72.05%
Thyroid receptor binding	-	0.5661	56.61%
Glucocorticoid receptor binding	+	0.7640	76.40%
Aromatase binding	+	0.7283	72.83%
PPAR gamma	+	0.7365	73.65%
Honey bee toxicity	-	0.9462	94.62%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8914	89.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.93%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.17%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.90%	85.30%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.59%	94.45%
CHEMBL4208	P20618	Proteasome component C5	83.37%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.35%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.31%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.18%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.03%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163031633
• LOTUS: LTS0169136
• wikiData: Q104986811