(9R)-9-hydroxy-6-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one

Details

• Internal ID: 5d062c09-40e9-4c5f-afe4-309a05b71c7f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: (9R)-9-hydroxy-6-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one
• InChI: InChI=1S/C15H16O5/c1-15(2)11(16)7-9-13-8(4-5-12(17)19-13)6-10(18-3)14(9)20-15/h4-6,11,16H,7H2,1-3H3/t11-/m1/s1
• InChI Key: JDCPKIGGMYRBEY-LLVKDONJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 5
• 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	+	0.9825	98.25%
Caco-2	+	0.5052	50.52%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6091	60.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9476	94.76%
OATP1B3 inhibitior	+	0.9437	94.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6418	64.18%
P-glycoprotein inhibitior	-	0.8431	84.31%
P-glycoprotein substrate	-	0.8458	84.58%
CYP3A4 substrate	+	0.5376	53.76%
CYP2C9 substrate	-	0.6506	65.06%
CYP2D6 substrate	-	0.7719	77.19%
CYP3A4 inhibition	-	0.8276	82.76%
CYP2C9 inhibition	-	0.9826	98.26%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.8191	81.91%
CYP1A2 inhibition	-	0.6931	69.31%
CYP2C8 inhibition	-	0.6258	62.58%
CYP inhibitory promiscuity	-	0.9512	95.12%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5152	51.52%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.6668	66.68%
Skin irritation	-	0.7334	73.34%
Skin corrosion	-	0.9574	95.74%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3850	38.50%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6344	63.44%
Acute Oral Toxicity (c)	III	0.7110	71.10%
Estrogen receptor binding	+	0.8690	86.90%
Androgen receptor binding	+	0.6833	68.33%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7123	71.23%
Aromatase binding	+	0.5411	54.11%
PPAR gamma	+	0.6306	63.06%
Honey bee toxicity	-	0.8224	82.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5151	51.51%
Fish aquatic toxicity	+	0.8958	89.58%

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	98.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.04%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.89%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.46%	85.30%
CHEMBL2581	P07339	Cathepsin D	89.85%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.25%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.06%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.21%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.22%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.03%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.58%	92.62%
CHEMBL4208	P20618	Proteasome component C5	84.49%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.38%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	82.53%	94.75%
CHEMBL2535	P11166	Glucose transporter	82.08%	98.75%

Plants that contains it

• Zanthoxylum asiaticum

Cross-Links

• PubChem: 162925918
• LOTUS: LTS0037933
• wikiData: Q105125368