3-(5-Methoxy-2,2,8,8-tetramethylpyrano[3,2-g]chromen-4-yl)propanoic acid

Details

• Internal ID: d222cdbb-5931-45ee-a628-c2a2397a37a6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Pyranochromenes
• IUPAC Name: 3-(5-methoxy-2,2,8,8-tetramethylpyrano[3,2-g]chromen-4-yl)propanoic acid
• SMILES (Canonical): CC1(C=CC2=C(C3=C(C=C2O1)OC(C=C3CCC(=O)O)(C)C)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(C3=C(C=C2O1)OC(C=C3CCC(=O)O)(C)C)OC)C
• InChI: InChI=1S/C20H24O5/c1-19(2)9-8-13-14(24-19)10-15-17(18(13)23-5)12(6-7-16(21)22)11-20(3,4)25-15/h8-11H,6-7H2,1-5H3,(H,21,22)
• InChI Key: WPMGGSGQCIIHDD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.30
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.8730	87.30%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7872	78.72%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.8634	86.34%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8333	83.33%
P-glycoprotein inhibitior	-	0.7677	76.77%
P-glycoprotein substrate	-	0.7856	78.56%
CYP3A4 substrate	+	0.5663	56.63%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.8079	80.79%
CYP2C9 inhibition	-	0.7587	75.87%
CYP2C19 inhibition	-	0.6387	63.87%
CYP2D6 inhibition	-	0.8291	82.91%
CYP1A2 inhibition	-	0.8016	80.16%
CYP2C8 inhibition	+	0.4928	49.28%
CYP inhibitory promiscuity	-	0.6746	67.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.5443	54.43%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.6292	62.92%
Skin irritation	-	0.7450	74.50%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6485	64.85%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5819	58.19%
skin sensitisation	-	0.7035	70.35%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7712	77.12%
Acute Oral Toxicity (c)	III	0.4844	48.44%
Estrogen receptor binding	+	0.9141	91.41%
Androgen receptor binding	+	0.5541	55.41%
Thyroid receptor binding	+	0.6527	65.27%
Glucocorticoid receptor binding	+	0.8271	82.71%
Aromatase binding	+	0.6055	60.55%
PPAR gamma	+	0.8745	87.45%
Honey bee toxicity	-	0.9209	92.09%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7655	76.55%
Fish aquatic toxicity	+	0.8073	80.73%

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	98.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.64%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.54%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.90%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.51%	86.33%
CHEMBL1255126	O15151	Protein Mdm4	88.31%	90.20%
CHEMBL340	P08684	Cytochrome P450 3A4	86.80%	91.19%
CHEMBL4208	P20618	Proteasome component C5	85.82%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.42%	91.07%

Plants that contains it

• Geijera paniculata

Cross-Links

• PubChem: 163026597
• LOTUS: LTS0129726
• wikiData: Q105310030