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

Details

• Internal ID: 17ddf90b-f1d7-4b70-9d47-4335f7f14611
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: (3S)-8,8-dimethyl-3,4-dihydro-2H-pyrano[2,3-f]chromen-3-ol
• InChI: InChI=1S/C14H16O3/c1-14(2)6-5-11-12(17-14)4-3-9-7-10(15)8-16-13(9)11/h3-6,10,15H,7-8H2,1-2H3/t10-/m0/s1
• InChI Key: KAZSRFGQIWPLLH-JTQLQIEISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₃
• Molecular Weight: 232.27 g/mol
• Exact Mass: 232.109944368 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.9502	95.02%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7637	76.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9727	97.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7484	74.84%
P-glycoprotein inhibitior	-	0.9713	97.13%
P-glycoprotein substrate	-	0.6344	63.44%
CYP3A4 substrate	+	0.5300	53.00%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	+	0.3920	39.20%
CYP3A4 inhibition	-	0.8494	84.94%
CYP2C9 inhibition	-	0.8465	84.65%
CYP2C19 inhibition	-	0.5093	50.93%
CYP2D6 inhibition	-	0.7021	70.21%
CYP1A2 inhibition	+	0.6049	60.49%
CYP2C8 inhibition	-	0.7930	79.30%
CYP inhibitory promiscuity	-	0.7508	75.08%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6126	61.26%
Eye corrosion	-	0.9848	98.48%
Eye irritation	+	0.6858	68.58%
Skin irritation	-	0.7487	74.87%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	+	0.5792	57.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.3824	38.24%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.5814	58.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6433	64.33%
Acute Oral Toxicity (c)	III	0.6376	63.76%
Estrogen receptor binding	+	0.5480	54.80%
Androgen receptor binding	-	0.5954	59.54%
Thyroid receptor binding	-	0.5415	54.15%
Glucocorticoid receptor binding	-	0.5898	58.98%
Aromatase binding	-	0.7478	74.78%
PPAR gamma	+	0.5172	51.72%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.6764	67.64%

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	96.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.31%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.55%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.12%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.77%	97.09%
CHEMBL4208	P20618	Proteasome component C5	81.43%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.31%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.66%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.61%	95.71%
CHEMBL221	P23219	Cyclooxygenase-1	80.45%	90.17%

Plants that contains it

• Glycyrrhiza glabra

Cross-Links

• PubChem: 163185523
• LOTUS: LTS0116780
• wikiData: Q105138057