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

Details

• Internal ID: 0db83673-51b2-41f1-bdba-b5c1697e5e3a
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Biphenyls and derivatives
• IUPAC Name: 5-[(2S,3R,4S)-2-hydroxy-4-[[4-hydroxy-2-(4-hydroxyphenyl)-3-methoxyphenyl]methyl]oxolan-3-yl]benzene-1,3-diol
• SMILES (Canonical): COC1=C(C=CC(=C1C2=CC=C(C=C2)O)CC3COC(C3C4=CC(=CC(=C4)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1C2=CC=C(C=C2)O)C[C@@H]3CO[C@@H]([C@H]3C4=CC(=CC(=C4)O)O)O)O
• InChI: InChI=1S/C24H24O7/c1-30-23-20(28)7-4-14(21(23)13-2-5-17(25)6-3-13)8-16-12-31-24(29)22(16)15-9-18(26)11-19(27)10-15/h2-7,9-11,16,22,24-29H,8,12H2,1H3/t16-,22+,24+/m1/s1
• InChI Key: JAMDUEQMVFHKOG-LZGLPUDESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₇
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.15220310 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7814	78.14%
Caco-2	-	0.6902	69.02%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7621	76.21%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.8908	89.08%
OATP1B3 inhibitior	+	0.9089	90.89%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5606	56.06%
P-glycoprotein inhibitior	+	0.6289	62.89%
P-glycoprotein substrate	-	0.6686	66.86%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	-	0.5976	59.76%
CYP2D6 substrate	-	0.6802	68.02%
CYP3A4 inhibition	-	0.5655	56.55%
CYP2C9 inhibition	+	0.7858	78.58%
CYP2C19 inhibition	+	0.6604	66.04%
CYP2D6 inhibition	-	0.8612	86.12%
CYP1A2 inhibition	-	0.5103	51.03%
CYP2C8 inhibition	+	0.8726	87.26%
CYP inhibitory promiscuity	+	0.9384	93.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5317	53.17%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.8037	80.37%
Skin corrosion	-	0.9364	93.64%
Ames mutagenesis	+	0.6735	67.35%
Human Ether-a-go-go-Related Gene inhibition	+	0.8217	82.17%
Micronuclear	+	0.7133	71.33%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8750	87.50%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6211	62.11%
Acute Oral Toxicity (c)	III	0.7298	72.98%
Estrogen receptor binding	+	0.6894	68.94%
Androgen receptor binding	+	0.7947	79.47%
Thyroid receptor binding	+	0.6711	67.11%
Glucocorticoid receptor binding	+	0.6786	67.86%
Aromatase binding	-	0.6169	61.69%
PPAR gamma	+	0.5968	59.68%
Honey bee toxicity	-	0.8395	83.95%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9385	93.85%

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	99.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.56%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.54%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	92.97%	98.35%
CHEMBL226	P30542	Adenosine A1 receptor	92.83%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.21%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.89%	92.68%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.83%	93.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.76%	91.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.21%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL3438	Q05513	Protein kinase C zeta	84.63%	88.48%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.29%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.04%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.00%	92.94%
CHEMBL4208	P20618	Proteasome component C5	82.99%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.33%	90.71%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.89%	91.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.45%	86.92%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.43%	97.28%
CHEMBL3401	O75469	Pregnane X receptor	80.21%	94.73%

Plants that contains it

• Pouzolzia occidentalis

Cross-Links

• PubChem: 162935783
• LOTUS: LTS0136162
• wikiData: Q105123843