2S-Isopropenyl-4,8-dimethoxy-5-hydroxy-6-methyl-2,3-dihydrobenzo[1,2-b:5,4-b']difuran

Details

• Internal ID: 614fd405-e2c6-43ca-aaec-6b6c3c56b13b
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (6S)-4,8-dimethoxy-2-methyl-6-prop-1-en-2-yl-5,6-dihydrofuro[3,2-f][1]benzofuran-3-ol
• SMILES (Canonical): CC1=C(C2=C(C3=C(C(=C2O1)OC)OC(C3)C(=C)C)OC)O
• SMILES (Isomeric): CC1=C(C2=C(C3=C(C(=C2O1)OC)O[C@@H](C3)C(=C)C)OC)O
• InChI: InChI=1S/C16H18O5/c1-7(2)10-6-9-13(18-4)11-12(17)8(3)20-15(11)16(19-5)14(9)21-10/h10,17H,1,6H2,2-5H3/t10-/m0/s1
• InChI Key: RHTKCQDFRWJEIX-JTQLQIEISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₈O₅
• Molecular Weight: 290.31 g/mol
• Exact Mass: 290.11542367 g/mol
• Topological Polar Surface Area (TPSA): 61.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• Q27135958
• 2S-Isopropenyl-4,8-dimethoxy-5-hydroxy-6-methyl-2,3-dihydrobenzo[1,2-b:5,4-b']difuran

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.6742	67.42%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5296	52.96%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6439	64.39%
P-glycoprotein inhibitior	-	0.7306	73.06%
P-glycoprotein substrate	-	0.7593	75.93%
CYP3A4 substrate	+	0.5642	56.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4182	41.82%
CYP3A4 inhibition	-	0.5408	54.08%
CYP2C9 inhibition	-	0.8472	84.72%
CYP2C19 inhibition	+	0.5722	57.22%
CYP2D6 inhibition	-	0.9142	91.42%
CYP1A2 inhibition	+	0.7321	73.21%
CYP2C8 inhibition	-	0.5606	56.06%
CYP inhibitory promiscuity	+	0.6274	62.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9208	92.08%
Carcinogenicity (trinary)	Non-required	0.5004	50.04%
Eye corrosion	-	0.9849	98.49%
Eye irritation	+	0.6402	64.02%
Skin irritation	-	0.7151	71.51%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4658	46.58%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6384	63.84%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7779	77.79%
Acute Oral Toxicity (c)	II	0.5068	50.68%
Estrogen receptor binding	-	0.5244	52.44%
Androgen receptor binding	-	0.5600	56.00%
Thyroid receptor binding	+	0.7085	70.85%
Glucocorticoid receptor binding	+	0.5578	55.78%
Aromatase binding	-	0.5503	55.03%
PPAR gamma	+	0.6993	69.93%
Honey bee toxicity	-	0.7226	72.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9717	97.17%

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	97.32%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.72%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.05%	94.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.40%	92.68%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.26%	89.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.80%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.35%	93.65%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.89%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.97%	95.89%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.59%	96.39%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53355793
• LOTUS: LTS0201752
• wikiData: Q27135958