Dehydrotremetone

Details

• Internal ID: 249e2160-7315-4f6c-87ea-80ce277493b4
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: 1-(2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone
• SMILES (Canonical): CC(=C)C1=CC2=C(O1)C=CC(=C2)C(=O)C
• SMILES (Isomeric): CC(=C)C1=CC2=C(O1)C=CC(=C2)C(=O)C
• InChI: InChI=1S/C13H12O2/c1-8(2)13-7-11-6-10(9(3)14)4-5-12(11)15-13/h4-7H,1H2,2-3H3
• InChI Key: DMYZBECNVZSNRN-UHFFFAOYSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.083729621 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 3015-20-1
• MEGxp0_001563
• C08741
• 1-(2-prop-1-en-2-yl-1-benzofuran-5-yl)ethanone
• NSC289124
• NSC 289124
• AC1L8A7V
• CHEBI:4371
• DTXSID80314839
• NSC-289124
• 1-(2-isopropenylbenzofuran-5-yl)ethanone
• Q27106357

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8119	81.19%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Plasma membrane	0.3710	37.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7213	72.13%
P-glycoprotein inhibitior	-	0.8440	84.40%
P-glycoprotein substrate	-	0.8978	89.78%
CYP3A4 substrate	-	0.6545	65.45%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8113	81.13%
CYP3A4 inhibition	-	0.6454	64.54%
CYP2C9 inhibition	-	0.8568	85.68%
CYP2C19 inhibition	+	0.6368	63.68%
CYP2D6 inhibition	-	0.9006	90.06%
CYP1A2 inhibition	+	0.7199	71.99%
CYP2C8 inhibition	-	0.7029	70.29%
CYP inhibitory promiscuity	+	0.7431	74.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7636	76.36%
Carcinogenicity (trinary)	Non-required	0.4676	46.76%
Eye corrosion	-	0.8144	81.44%
Eye irritation	+	0.8765	87.65%
Skin irritation	+	0.5885	58.85%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5860	58.60%
Micronuclear	+	0.5475	54.75%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	+	0.8385	83.85%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.7375	73.75%
Nephrotoxicity	-	0.6646	66.46%
Acute Oral Toxicity (c)	III	0.8568	85.68%
Estrogen receptor binding	-	0.5307	53.07%
Androgen receptor binding	-	0.6010	60.10%
Thyroid receptor binding	-	0.5109	51.09%
Glucocorticoid receptor binding	-	0.6511	65.11%
Aromatase binding	+	0.7695	76.95%
PPAR gamma	-	0.6012	60.12%
Honey bee toxicity	-	0.9423	94.23%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	90.31%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.69%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.16%	86.33%
CHEMBL2039	P27338	Monoamine oxidase B	85.49%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	85.36%	94.73%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.78%	93.65%
CHEMBL4208	P20618	Proteasome component C5	83.83%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.76%	94.42%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.84%	90.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.73%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.63%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	80.28%	91.49%

Plants that contains it

• Ophryosporus charua
• Salvia miltiorrhiza
• Tagetes erecta

Cross-Links

• PubChem: 324281
• NPASS: NPC78655
• LOTUS: LTS0065717
• wikiData: Q27106357