8-(hydroxymethyl)-8-methyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-ol

Details

• Internal ID: 50120787-7343-49a8-8e18-51c20331ed18
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 8-(hydroxymethyl)-8-methyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-ol
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)O)CO
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2OCC(C3)O)CO
• InChI: InChI=1S/C14H16O4/c1-14(8-15)5-4-11-12(18-14)3-2-9-6-10(16)7-17-13(9)11/h2-5,10,15-16H,6-8H2,1H3
• InChI Key: UFMWABKUSKFAGZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.27 g/mol
• Exact Mass: 248.10485899 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.14
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9698	96.98%
Caco-2	+	0.8934	89.34%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6029	60.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9603	96.03%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7349	73.49%
P-glycoprotein inhibitior	-	0.9672	96.72%
P-glycoprotein substrate	-	0.6117	61.17%
CYP3A4 substrate	+	0.5564	55.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3841	38.41%
CYP3A4 inhibition	-	0.8128	81.28%
CYP2C9 inhibition	-	0.8628	86.28%
CYP2C19 inhibition	-	0.6129	61.29%
CYP2D6 inhibition	-	0.8304	83.04%
CYP1A2 inhibition	-	0.6843	68.43%
CYP2C8 inhibition	-	0.7428	74.28%
CYP inhibitory promiscuity	-	0.7200	72.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5624	56.24%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.6799	67.99%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	+	0.5346	53.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5906	59.06%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5797	57.97%
skin sensitisation	-	0.7244	72.44%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7609	76.09%
Acute Oral Toxicity (c)	III	0.5983	59.83%
Estrogen receptor binding	-	0.4923	49.23%
Androgen receptor binding	-	0.5502	55.02%
Thyroid receptor binding	+	0.5523	55.23%
Glucocorticoid receptor binding	+	0.5497	54.97%
Aromatase binding	-	0.6407	64.07%
PPAR gamma	+	0.5655	56.55%
Honey bee toxicity	-	0.8576	85.76%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.3997	39.97%

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	96.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.15%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.06%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.61%	95.89%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.97%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.64%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.39%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.88%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.20%	95.83%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 16733843
• LOTUS: LTS0176159
• wikiData: Q105271980