5,6,6-Trimethoxy-2-prop-2-enylcyclohexa-1,3-diene

Details

• Internal ID: fa44c024-e415-4842-9fb4-3d74e302189b
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: 5,6,6-trimethoxy-2-prop-2-enylcyclohexa-1,3-diene
• SMILES (Canonical): COC1C=CC(=CC1(OC)OC)CC=C
• SMILES (Isomeric): COC1C=CC(=CC1(OC)OC)CC=C
• InChI: InChI=1S/C12H18O3/c1-5-6-10-7-8-11(13-2)12(9-10,14-3)15-4/h5,7-9,11H,1,6H2,2-4H3
• InChI Key: OYWLSEMHKLMPQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 27.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9755	97.55%
Caco-2	+	0.8393	83.93%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7557	75.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9356	93.56%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9211	92.11%
P-glycoprotein inhibitior	-	0.9291	92.91%
P-glycoprotein substrate	-	0.8217	82.17%
CYP3A4 substrate	-	0.5662	56.62%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.7679	76.79%
CYP3A4 inhibition	-	0.7051	70.51%
CYP2C9 inhibition	-	0.9444	94.44%
CYP2C19 inhibition	-	0.7213	72.13%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.9072	90.72%
CYP2C8 inhibition	-	0.8859	88.59%
CYP inhibitory promiscuity	-	0.6220	62.20%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6548	65.48%
Carcinogenicity (trinary)	Non-required	0.6070	60.70%
Eye corrosion	-	0.7908	79.08%
Eye irritation	-	0.6051	60.51%
Skin irritation	-	0.6487	64.87%
Skin corrosion	-	0.9898	98.98%
Ames mutagenesis	-	0.5770	57.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5450	54.50%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	+	0.6338	63.38%
skin sensitisation	+	0.5264	52.64%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	+	0.4583	45.83%
Acute Oral Toxicity (c)	III	0.6650	66.50%
Estrogen receptor binding	-	0.5928	59.28%
Androgen receptor binding	-	0.6801	68.01%
Thyroid receptor binding	-	0.8099	80.99%
Glucocorticoid receptor binding	-	0.8399	83.99%
Aromatase binding	-	0.7201	72.01%
PPAR gamma	-	0.7499	74.99%
Honey bee toxicity	-	0.7711	77.11%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9205	92.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.19%	91.11%
CHEMBL240	Q12809	HERG	84.80%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.23%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.24%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.06%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.16%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.57%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.28%	97.25%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.09%	90.24%

Plants that contains it

• Bupleurum fruticosum
• Hymenocallis speciosa
• Nerine sarniensis
• Zephyranthes candida

Cross-Links

• PubChem: 163192813
• LOTUS: LTS0008627
• wikiData: Q105144554