2-[7-Methoxy-3-(2-methylbut-3-en-2-yl)-2-oxochromen-6-yl]acetaldehyde

Details

• Internal ID: b4745a83-149c-4a6b-a67c-68349873ece3
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 2-[7-methoxy-3-(2-methylbut-3-en-2-yl)-2-oxochromen-6-yl]acetaldehyde
• SMILES (Canonical): CC(C)(C=C)C1=CC2=CC(=C(C=C2OC1=O)OC)CC=O
• SMILES (Isomeric): CC(C)(C=C)C1=CC2=CC(=C(C=C2OC1=O)OC)CC=O
• InChI: InChI=1S/C17H18O4/c1-5-17(2,3)13-9-12-8-11(6-7-18)14(20-4)10-15(12)21-16(13)19/h5,7-10H,1,6H2,2-4H3
• InChI Key: WBCIDUFESHWRBT-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₄
• Molecular Weight: 286.32 g/mol
• Exact Mass: 286.12050905 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• BDBM50591786

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	+	0.7359	73.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6699	66.99%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8659	86.59%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5667	56.67%
P-glycoprotein inhibitior	-	0.5654	56.54%
P-glycoprotein substrate	-	0.5882	58.82%
CYP3A4 substrate	+	0.5169	51.69%
CYP2C9 substrate	-	0.8133	81.33%
CYP2D6 substrate	-	0.8448	84.48%
CYP3A4 inhibition	+	0.7167	71.67%
CYP2C9 inhibition	-	0.6259	62.59%
CYP2C19 inhibition	+	0.5107	51.07%
CYP2D6 inhibition	-	0.9149	91.49%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7041	70.41%
CYP inhibitory promiscuity	+	0.5272	52.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9413	94.13%
Carcinogenicity (trinary)	Non-required	0.5762	57.62%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.4799	47.99%
Skin irritation	-	0.8381	83.81%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6905	69.05%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.7503	75.03%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5429	54.29%
Acute Oral Toxicity (c)	III	0.4374	43.74%
Estrogen receptor binding	+	0.8387	83.87%
Androgen receptor binding	-	0.5385	53.85%
Thyroid receptor binding	-	0.5486	54.86%
Glucocorticoid receptor binding	+	0.6057	60.57%
Aromatase binding	+	0.8341	83.41%
PPAR gamma	+	0.6772	67.72%
Honey bee toxicity	-	0.7913	79.13%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	95.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.53%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.29%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.06%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.41%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.96%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	88.20%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.83%	99.17%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.96%	80.78%
CHEMBL4530	P00488	Coagulation factor XIII	80.78%	96.00%

Plants that contains it

• Clausena anisata

Cross-Links

• PubChem: 14259049
• LOTUS: LTS0247019
• wikiData: Q105300639