(3aS,6R,7S,7aS)-6-methyl-3-methylidene-2-oxo-7-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-6-carbaldehyde

Details

• Internal ID: e0d69a92-d55f-4461-ad49-36ecf5b42378
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (3aS,6R,7S,7aS)-6-methyl-3-methylidene-2-oxo-7-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-6-carbaldehyde
• SMILES (Canonical): CC(=C)C1C2C(CCC1(C)C=O)C(=C)C(=O)O2
• SMILES (Isomeric): CC(=C)[C@@H]1[C@@H]2[C@@H](CC[C@@]1(C)C=O)C(=C)C(=O)O2
• InChI: InChI=1S/C14H18O3/c1-8(2)11-12-10(9(3)13(16)17-12)5-6-14(11,4)7-15/h7,10-12H,1,3,5-6H2,2,4H3/t10-,11+,12-,14-/m0/s1
• InChI Key: SEKYSIRNABWJPO-OPDFLTKYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.5548	55.48%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5731	57.31%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8437	84.37%
OATP1B3 inhibitior	+	0.9056	90.56%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9749	97.49%
P-glycoprotein inhibitior	-	0.8891	88.91%
P-glycoprotein substrate	-	0.8514	85.14%
CYP3A4 substrate	+	0.5576	55.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8495	84.95%
CYP3A4 inhibition	-	0.7555	75.55%
CYP2C9 inhibition	-	0.9396	93.96%
CYP2C19 inhibition	-	0.8788	87.88%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	+	0.8479	84.79%
CYP2C8 inhibition	-	0.8215	82.15%
CYP inhibitory promiscuity	-	0.8082	80.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5142	51.42%
Eye corrosion	-	0.9566	95.66%
Eye irritation	-	0.5434	54.34%
Skin irritation	+	0.6141	61.41%
Skin corrosion	-	0.6442	64.42%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4107	41.07%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7574	75.74%
skin sensitisation	+	0.6073	60.73%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.8254	82.54%
Acute Oral Toxicity (c)	III	0.6548	65.48%
Estrogen receptor binding	-	0.5051	50.51%
Androgen receptor binding	+	0.6467	64.67%
Thyroid receptor binding	-	0.6286	62.86%
Glucocorticoid receptor binding	-	0.6487	64.87%
Aromatase binding	-	0.7947	79.47%
PPAR gamma	-	0.6625	66.25%
Honey bee toxicity	-	0.7774	77.74%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	97.36%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.42%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.96%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.74%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.96%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.55%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.77%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.19%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.54%	97.09%

Plants that contains it

• Artemisia lucentica

Cross-Links

• PubChem: 101708811
• LOTUS: LTS0228960
• wikiData: Q105251253