5-[(2R,3S,4R)-4-[[4-hydroxy-2-(4-hydroxyphenyl)-3-methoxyphenyl]methyl]-2-methoxyoxolan-3-yl]benzene-1,3-diol

Details

• Internal ID: 0b889c77-f8c7-477c-a5b9-d231cabd4320
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 5-[(2R,3S,4R)-4-[[4-hydroxy-2-(4-hydroxyphenyl)-3-methoxyphenyl]methyl]-2-methoxyoxolan-3-yl]benzene-1,3-diol
• SMILES (Canonical): COC1C(C(CO1)CC2=C(C(=C(C=C2)O)OC)C3=CC=C(C=C3)O)C4=CC(=CC(=C4)O)O
• SMILES (Isomeric): CO[C@H]1[C@@H]([C@H](CO1)CC2=C(C(=C(C=C2)O)OC)C3=CC=C(C=C3)O)C4=CC(=CC(=C4)O)O
• InChI: InChI=1S/C25H26O7/c1-30-24-21(29)8-5-15(22(24)14-3-6-18(26)7-4-14)9-17-13-32-25(31-2)23(17)16-10-19(27)12-20(28)11-16/h3-8,10-12,17,23,25-29H,9,13H2,1-2H3/t17-,23+,25+/m0/s1
• InChI Key: LRESGZPTRBBGFF-FIMBPPNMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₇
• Molecular Weight: 438.50 g/mol
• Exact Mass: 438.16785316 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8664	86.64%
Caco-2	-	0.5877	58.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7717	77.17%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8937	89.37%
OATP1B3 inhibitior	-	0.2248	22.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7569	75.69%
P-glycoprotein inhibitior	+	0.6993	69.93%
P-glycoprotein substrate	-	0.6456	64.56%
CYP3A4 substrate	+	0.5993	59.93%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.6582	65.82%
CYP3A4 inhibition	+	0.5412	54.12%
CYP2C9 inhibition	+	0.7660	76.60%
CYP2C19 inhibition	+	0.7092	70.92%
CYP2D6 inhibition	-	0.8400	84.00%
CYP1A2 inhibition	+	0.5136	51.36%
CYP2C8 inhibition	+	0.8749	87.49%
CYP inhibitory promiscuity	+	0.9619	96.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5512	55.12%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9187	91.87%
Skin irritation	-	0.8337	83.37%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	+	0.6135	61.35%
Human Ether-a-go-go-Related Gene inhibition	+	0.8457	84.57%
Micronuclear	+	0.7233	72.33%
Hepatotoxicity	-	0.5425	54.25%
skin sensitisation	-	0.8004	80.04%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6925	69.25%
Acute Oral Toxicity (c)	III	0.7359	73.59%
Estrogen receptor binding	+	0.8405	84.05%
Androgen receptor binding	+	0.7893	78.93%
Thyroid receptor binding	+	0.7192	71.92%
Glucocorticoid receptor binding	+	0.8013	80.13%
Aromatase binding	-	0.5665	56.65%
PPAR gamma	+	0.6425	64.25%
Honey bee toxicity	-	0.8351	83.51%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9452	94.52%

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	96.80%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	95.41%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.10%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.16%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.07%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.03%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.68%	92.68%
CHEMBL226	P30542	Adenosine A1 receptor	89.52%	95.93%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.76%	93.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.49%	91.71%
CHEMBL3438	Q05513	Protein kinase C zeta	87.13%	88.48%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.88%	92.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.70%	91.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.04%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.96%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.87%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.59%	93.99%
CHEMBL4208	P20618	Proteasome component C5	82.55%	90.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.09%	96.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.06%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.99%	89.00%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.19%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.04%	94.73%

Plants that contains it

• Pouzolzia occidentalis

Cross-Links

• PubChem: 162992913
• LOTUS: LTS0011689
• wikiData: Q105156094