5-Methoxy-2,2-dimethyl-6-(2-methylbut-3-en-2-yl)pyrano[2,3-h]chromen-8-one

Details

• Internal ID: 23fa27b3-05fc-45e2-950c-78ffec682c50
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 5-methoxy-2,2-dimethyl-6-(2-methylbut-3-en-2-yl)pyrano[2,3-h]chromen-8-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C(=C2OC)C(C)(C)C=C)OC(=O)C=C3)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=C(C(=C2OC)C(C)(C)C=C)OC(=O)C=C3)C
• InChI: InChI=1S/C20H22O4/c1-7-19(2,3)15-17(22-6)13-10-11-20(4,5)24-16(13)12-8-9-14(21)23-18(12)15/h7-11H,1H2,2-6H3
• InChI Key: NMNBAUCQMAQITJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.45
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.6456	64.56%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6504	65.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9755	97.55%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6591	65.91%
P-glycoprotein inhibitior	+	0.5881	58.81%
P-glycoprotein substrate	-	0.7137	71.37%
CYP3A4 substrate	+	0.5997	59.97%
CYP2C9 substrate	-	0.6661	66.61%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	+	0.8235	82.35%
CYP2C9 inhibition	-	0.8131	81.31%
CYP2C19 inhibition	+	0.6603	66.03%
CYP2D6 inhibition	-	0.8395	83.95%
CYP1A2 inhibition	+	0.6664	66.64%
CYP2C8 inhibition	+	0.4783	47.83%
CYP inhibitory promiscuity	+	0.5955	59.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Danger	0.4788	47.88%
Eye corrosion	-	0.9755	97.55%
Eye irritation	+	0.5416	54.16%
Skin irritation	-	0.7786	77.86%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7442	74.42%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.7824	78.24%
skin sensitisation	-	0.7808	78.08%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6364	63.64%
Acute Oral Toxicity (c)	II	0.4739	47.39%
Estrogen receptor binding	+	0.8887	88.87%
Androgen receptor binding	+	0.5837	58.37%
Thyroid receptor binding	+	0.7510	75.10%
Glucocorticoid receptor binding	+	0.7572	75.72%
Aromatase binding	+	0.8757	87.57%
PPAR gamma	+	0.8065	80.65%
Honey bee toxicity	-	0.6652	66.52%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9931	99.31%

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	96.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.63%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.46%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.13%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	84.56%	93.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.04%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	83.74%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.01%	97.14%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.49%	95.71%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.15%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.00%	85.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.75%	89.00%

Plants that contains it

• Citrus trifoliata
• Clausena excavata

Cross-Links

• PubChem: 5316540
• NPASS: NPC274943