2,6-dimethoxy-4-[(2R,3R)-5-methoxy-3-methyl-7-[(E)-prop-1-enyl]-2,3-dihydro-1,4-benzodioxin-2-yl]phenol

Details

• Internal ID: 127fa182-f8ac-49c3-b156-0961c146f360
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: 2,6-dimethoxy-4-[(2R,3R)-5-methoxy-3-methyl-7-[(E)-prop-1-enyl]-2,3-dihydro-1,4-benzodioxin-2-yl]phenol
• InChI: InChI=1S/C21H24O6/c1-6-7-13-8-17(25-5)21-18(9-13)27-20(12(2)26-21)14-10-15(23-3)19(22)16(11-14)24-4/h6-12,20,22H,1-5H3/b7-6+/t12-,20+/m1/s1
• InChI Key: QLUCOUQWVFZTNA-JWUJALBPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₆
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.15728848 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.35
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.8566	85.66%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6386	63.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8043	80.43%
OATP1B3 inhibitior	+	0.9816	98.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7714	77.14%
P-glycoprotein inhibitior	+	0.7154	71.54%
P-glycoprotein substrate	-	0.7135	71.35%
CYP3A4 substrate	+	0.5213	52.13%
CYP2C9 substrate	+	0.6124	61.24%
CYP2D6 substrate	-	0.6593	65.93%
CYP3A4 inhibition	+	0.5508	55.08%
CYP2C9 inhibition	-	0.8942	89.42%
CYP2C19 inhibition	+	0.6734	67.34%
CYP2D6 inhibition	-	0.8188	81.88%
CYP1A2 inhibition	+	0.5120	51.20%
CYP2C8 inhibition	+	0.5855	58.55%
CYP inhibitory promiscuity	+	0.8057	80.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5173	51.73%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.6556	65.56%
Skin irritation	-	0.7241	72.41%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4336	43.36%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8754	87.54%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8192	81.92%
Acute Oral Toxicity (c)	II	0.6060	60.60%
Estrogen receptor binding	+	0.8660	86.60%
Androgen receptor binding	-	0.5179	51.79%
Thyroid receptor binding	+	0.7652	76.52%
Glucocorticoid receptor binding	+	0.7186	71.86%
Aromatase binding	-	0.5337	53.37%
PPAR gamma	+	0.6899	68.99%
Honey bee toxicity	-	0.7868	78.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9199	91.99%

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	98.59%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.62%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.28%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.37%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.15%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.12%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.62%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	85.52%	94.73%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.63%	92.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.49%	97.21%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.04%	100.00%

Plants that contains it

• Virola carinata
• Virola pavonis

Cross-Links

• PubChem: 163189005
• LOTUS: LTS0222180
• wikiData: Q105223789