9-Methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one

Details

• Internal ID: a70fe438-f67e-45f1-a135-a87bce7dd35f
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 9-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-2-one
• SMILES (Canonical): CC1(C(CC2=C(O1)C=CC3=C2OC(=O)C=C3)OC)C
• SMILES (Isomeric): CC1(C(CC2=C(O1)C=CC3=C2OC(=O)C=C3)OC)C
• InChI: InChI=1S/C15H16O4/c1-15(2)12(17-3)8-10-11(19-15)6-4-9-5-7-13(16)18-14(9)10/h4-7,12H,8H2,1-3H3
• InChI Key: MUPAOXGYJYRUDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.5957	59.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6171	61.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9538	95.38%
OATP1B3 inhibitior	+	0.9775	97.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7099	70.99%
P-glycoprotein inhibitior	-	0.7815	78.15%
P-glycoprotein substrate	-	0.8994	89.94%
CYP3A4 substrate	+	0.5119	51.19%
CYP2C9 substrate	-	0.6607	66.07%
CYP2D6 substrate	-	0.8046	80.46%
CYP3A4 inhibition	-	0.6750	67.50%
CYP2C9 inhibition	-	0.9711	97.11%
CYP2C19 inhibition	-	0.6726	67.26%
CYP2D6 inhibition	-	0.8096	80.96%
CYP1A2 inhibition	+	0.6126	61.26%
CYP2C8 inhibition	-	0.6898	68.98%
CYP inhibitory promiscuity	-	0.8002	80.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5225	52.25%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.8093	80.93%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4222	42.22%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.7115	71.15%
Acute Oral Toxicity (c)	III	0.7040	70.40%
Estrogen receptor binding	+	0.8870	88.70%
Androgen receptor binding	+	0.6786	67.86%
Thyroid receptor binding	-	0.6008	60.08%
Glucocorticoid receptor binding	-	0.4758	47.58%
Aromatase binding	+	0.6263	62.63%
PPAR gamma	+	0.6475	64.75%
Honey bee toxicity	-	0.7694	76.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9463	94.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	95.50%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.32%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.85%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.83%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.36%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.30%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.09%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.29%	95.89%

Plants that contains it

• Nardostachys jatamansi

Cross-Links

• PubChem: 141849755
• LOTUS: LTS0136732
• wikiData: Q105172609