3-[5,7-Dimethoxy-2,2-dimethyl-6-(3-methylbuta-1,3-dienyl)chromen-8-yl]propanoic acid

Details

• Internal ID: 72c68a32-4d28-4b01-9839-682b084c97df
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 3-[5,7-dimethoxy-2,2-dimethyl-6-(3-methylbuta-1,3-dienyl)chromen-8-yl]propanoic acid
• SMILES (Canonical): CC(=C)C=CC1=C(C2=C(C(=C1OC)CCC(=O)O)OC(C=C2)(C)C)OC
• SMILES (Isomeric): CC(=C)C=CC1=C(C2=C(C(=C1OC)CCC(=O)O)OC(C=C2)(C)C)OC
• InChI: InChI=1S/C21H26O5/c1-13(2)7-8-14-18(24-5)15(9-10-17(22)23)20-16(19(14)25-6)11-12-21(3,4)26-20/h7-8,11-12H,1,9-10H2,2-6H3,(H,22,23)
• InChI Key: DSIKSJZZYCHEKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₅
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.17802393 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	+	0.7547	75.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7543	75.43%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.7939	79.39%
OATP1B3 inhibitior	+	0.8714	87.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8380	83.80%
P-glycoprotein inhibitior	-	0.6603	66.03%
P-glycoprotein substrate	-	0.6981	69.81%
CYP3A4 substrate	+	0.5961	59.61%
CYP2C9 substrate	-	0.6165	61.65%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.6091	60.91%
CYP2C9 inhibition	-	0.6637	66.37%
CYP2C19 inhibition	+	0.5240	52.40%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	-	0.6031	60.31%
CYP2C8 inhibition	-	0.5629	56.29%
CYP inhibitory promiscuity	-	0.6738	67.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9518	95.18%
Carcinogenicity (trinary)	Non-required	0.6556	65.56%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.6209	62.09%
Skin irritation	-	0.7211	72.11%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4270	42.70%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	+	0.5292	52.92%
skin sensitisation	-	0.6842	68.42%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7638	76.38%
Acute Oral Toxicity (c)	III	0.4991	49.91%
Estrogen receptor binding	+	0.8287	82.87%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6953	69.53%
Glucocorticoid receptor binding	+	0.7642	76.42%
Aromatase binding	+	0.6644	66.44%
PPAR gamma	+	0.8278	82.78%
Honey bee toxicity	-	0.7508	75.08%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	+	0.9489	94.89%

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	97.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.16%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.26%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.73%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.63%	94.73%
CHEMBL1255126	O15151	Protein Mdm4	85.62%	90.20%
CHEMBL340	P08684	Cytochrome P450 3A4	84.56%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.65%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.17%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.47%	90.17%

Plants that contains it

• Drummondita hassellii
• Philotheca coccinea

Cross-Links

• PubChem: 162899479
• LOTUS: LTS0194948
• wikiData: Q104987848