gamma,3,5-Trimethyl-6-benzofuranbutanal

Details

• Internal ID: 000a44dc-bc93-4cfa-855b-3166334490f8
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (4R)-4-(3,5-dimethyl-1-benzofuran-6-yl)pentanal
• SMILES (Canonical): CC1=CC2=C(C=C1C(C)CCC=O)OC=C2C
• SMILES (Isomeric): CC1=CC2=C(C=C1[C@H](C)CCC=O)OC=C2C
• InChI: InChI=1S/C15H18O2/c1-10(5-4-6-16)13-8-15-14(7-11(13)2)12(3)9-17-15/h6-10H,4-5H2,1-3H3/t10-/m1/s1
• InChI Key: ITYICJYSWKRJCU-SNVBAGLBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• gamma,3,5-Trimethyl-6-benzofuranbutanal

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8075	80.75%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.3857	38.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9100	91.00%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.8635	86.35%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6604	66.04%
P-glycoprotein inhibitior	-	0.9528	95.28%
P-glycoprotein substrate	-	0.7839	78.39%
CYP3A4 substrate	-	0.5140	51.40%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.7011	70.11%
CYP3A4 inhibition	-	0.8927	89.27%
CYP2C9 inhibition	-	0.8549	85.49%
CYP2C19 inhibition	-	0.6055	60.55%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	+	0.8018	80.18%
CYP2C8 inhibition	-	0.9188	91.88%
CYP inhibitory promiscuity	-	0.6447	64.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5163	51.63%
Eye corrosion	-	0.9618	96.18%
Eye irritation	-	0.9573	95.73%
Skin irritation	+	0.5052	50.52%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	-	0.6183	61.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.6792	67.92%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.6933	69.33%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.6387	63.87%
Acute Oral Toxicity (c)	III	0.6951	69.51%
Estrogen receptor binding	-	0.5058	50.58%
Androgen receptor binding	+	0.5548	55.48%
Thyroid receptor binding	-	0.6797	67.97%
Glucocorticoid receptor binding	-	0.5871	58.71%
Aromatase binding	-	0.6231	62.31%
PPAR gamma	+	0.5427	54.27%
Honey bee toxicity	-	0.8489	84.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8982	89.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3401	O75469	Pregnane X receptor	95.82%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.41%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.64%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.04%	90.71%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.27%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.92%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	83.55%	93.18%
CHEMBL1907	P15144	Aminopeptidase N	82.33%	93.31%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.96%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.54%	99.17%

Plants that contains it

• Ammopiptanthus mongolicus
• Arnebia ugamensis
• Clausena lenis
• Euryops arabicus
• Launaea arborescens
• Ligularia macrophylla
• Piptanthus nepalensis
• Reichardia gaditana
• Soehrensia spachiana

Cross-Links

• PubChem: 44445653
• NPASS: NPC209858
• LOTUS: LTS0108115
• wikiData: Q105120388