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

Details

• Internal ID: 9b7c4b0b-e72d-4ece-88c2-c54c852d3555
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: 2,6-dimethoxy-4-[(2R,3R)-5-methoxy-3-methyl-7-prop-2-enyl-2,3-dihydro-1,4-benzodioxin-2-yl]phenol
• SMILES (Canonical): CC1C(OC2=C(O1)C(=CC(=C2)CC=C)OC)C3=CC(=C(C(=C3)OC)O)OC
• SMILES (Isomeric): C[C@@H]1[C@H](OC2=C(O1)C(=CC(=C2)CC=C)OC)C3=CC(=C(C(=C3)OC)O)OC
• 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/h6,8-12,20,22H,1,7H2,2-5H3/t12-,20+/m1/s1
• InChI Key: XOVKGFGTIXBCHW-ODXCJYRJSA-N
• Popularity: 0 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): 4.05
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9682	96.82%
Caco-2	+	0.7643	76.43%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6297	62.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7556	75.56%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7531	75.31%
P-glycoprotein inhibitior	+	0.6656	66.56%
P-glycoprotein substrate	-	0.6928	69.28%
CYP3A4 substrate	+	0.5635	56.35%
CYP2C9 substrate	-	0.6075	60.75%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	+	0.6355	63.55%
CYP2C9 inhibition	-	0.7964	79.64%
CYP2C19 inhibition	+	0.6963	69.63%
CYP2D6 inhibition	-	0.7982	79.82%
CYP1A2 inhibition	-	0.6488	64.88%
CYP2C8 inhibition	+	0.7448	74.48%
CYP inhibitory promiscuity	+	0.8411	84.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5023	50.23%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.7309	73.09%
Skin irritation	-	0.7578	75.78%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4501	45.01%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8301	83.01%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8461	84.61%
Acute Oral Toxicity (c)	II	0.6430	64.30%
Estrogen receptor binding	+	0.8244	82.44%
Androgen receptor binding	-	0.5957	59.57%
Thyroid receptor binding	+	0.7076	70.76%
Glucocorticoid receptor binding	+	0.8306	83.06%
Aromatase binding	+	0.6184	61.84%
PPAR gamma	+	0.5794	57.94%
Honey bee toxicity	-	0.7764	77.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9593	95.93%

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	98.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.68%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.59%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.53%	99.17%
CHEMBL2581	P07339	Cathepsin D	88.58%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.34%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.31%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.24%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.14%	95.50%

Plants that contains it

• Licaria chrysophylla

Cross-Links

• PubChem: 11257273
• LOTUS: LTS0174716
• wikiData: Q105337953