5-[(2R,3R)-5-methoxy-3-(4-methoxyphenyl)-7-[2-(4-methoxyphenyl)ethyl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2,3-triol

Details

• Internal ID: c5fdaba9-fea8-4c4c-837c-a5a2ca9f1e3f
• Taxonomy: Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
• IUPAC Name: 5-[(2R,3R)-5-methoxy-3-(4-methoxyphenyl)-7-[2-(4-methoxyphenyl)ethyl]-2,3-dihydro-1,4-benzodioxin-2-yl]benzene-1,2,3-triol
• SMILES (Canonical): COC1=CC=C(C=C1)CCC2=CC3=C(C(=C2)OC)OC(C(O3)C4=CC(=C(C(=C4)O)O)O)C5=CC=C(C=C5)OC
• SMILES (Isomeric): COC1=CC=C(C=C1)CCC2=CC3=C(C(=C2)OC)O[C@@H]([C@H](O3)C4=CC(=C(C(=C4)O)O)O)C5=CC=C(C=C5)OC
• InChI: InChI=1S/C31H30O8/c1-35-22-10-6-18(7-11-22)4-5-19-14-26(37-3)31-27(15-19)38-30(21-16-24(32)28(34)25(33)17-21)29(39-31)20-8-12-23(36-2)13-9-20/h6-17,29-30,32-34H,4-5H2,1-3H3/t29-,30-/m1/s1
• InChI Key: NAGOBEIPHANQSR-LOYHVIPDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₀O₈
• Molecular Weight: 530.60 g/mol
• Exact Mass: 530.19406791 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.87
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6984	69.84%
Caco-2	-	0.7027	70.27%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6675	66.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8532	85.32%
OATP1B3 inhibitior	+	0.9357	93.57%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9185	91.85%
P-glycoprotein inhibitior	+	0.8823	88.23%
P-glycoprotein substrate	-	0.6421	64.21%
CYP3A4 substrate	+	0.6090	60.90%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	+	0.5342	53.42%
CYP3A4 inhibition	-	0.8275	82.75%
CYP2C9 inhibition	-	0.8573	85.73%
CYP2C19 inhibition	-	0.7722	77.22%
CYP2D6 inhibition	-	0.8514	85.14%
CYP1A2 inhibition	-	0.6148	61.48%
CYP2C8 inhibition	+	0.8682	86.82%
CYP inhibitory promiscuity	+	0.6546	65.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6352	63.52%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.8691	86.91%
Skin irritation	-	0.7758	77.58%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8681	86.81%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.8773	87.73%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9096	90.96%
Acute Oral Toxicity (c)	III	0.5658	56.58%
Estrogen receptor binding	+	0.8763	87.63%
Androgen receptor binding	+	0.8117	81.17%
Thyroid receptor binding	+	0.7276	72.76%
Glucocorticoid receptor binding	+	0.8327	83.27%
Aromatase binding	-	0.5135	51.35%
PPAR gamma	+	0.6812	68.12%
Honey bee toxicity	-	0.8455	84.55%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	+	0.7210	72.10%

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	99.41%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.73%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.51%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.86%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.09%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.03%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.30%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.90%	95.50%
CHEMBL4208	P20618	Proteasome component C5	88.60%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.20%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.14%	95.56%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.92%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.28%	95.89%
CHEMBL2581	P07339	Cathepsin D	87.17%	98.95%
CHEMBL3820	P35557	Hexokinase type IV	84.85%	91.96%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.31%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.12%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	82.49%	94.73%
CHEMBL2535	P11166	Glucose transporter	82.37%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.51%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.48%	93.99%

Plants that contains it

• Dendrobium moniliforme

Cross-Links

• PubChem: 101481782
• LOTUS: LTS0005760
• wikiData: Q105176233