2-[3-[4-[1,3-Dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-hydroxyphenyl]propoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 2ebd90f9-8ef0-4d5b-9724-61c448ac6880
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[3-[4-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-3-hydroxyphenyl]propoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCCCC2=CC(=C(C=C2)OC(CO)C(C3=CC(=C(C=C3)O)OC)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCCCC2=CC(=C(C=C2)OC(CO)C(C3=CC(=C(C=C3)O)OC)O)O)O)O)O
• InChI: InChI=1S/C25H34O11/c1-13-21(29)23(31)24(32)25(35-13)34-9-3-4-14-5-8-18(17(28)10-14)36-20(12-26)22(30)15-6-7-16(27)19(11-15)33-2/h5-8,10-11,13,20-32H,3-4,9,12H2,1-2H3
• InChI Key: FYHLKCZPPZOFJK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₁₁
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.21011190 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.36
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8359	83.59%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7374	73.74%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8617	86.17%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6562	65.62%
P-glycoprotein inhibitior	-	0.5363	53.63%
P-glycoprotein substrate	+	0.6113	61.13%
CYP3A4 substrate	+	0.6331	63.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7853	78.53%
CYP3A4 inhibition	-	0.9151	91.51%
CYP2C9 inhibition	-	0.7050	70.50%
CYP2C19 inhibition	-	0.8331	83.31%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.8228	82.28%
CYP2C8 inhibition	+	0.7077	70.77%
CYP inhibitory promiscuity	-	0.7357	73.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7145	71.45%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9316	93.16%
Skin irritation	-	0.8489	84.89%
Skin corrosion	-	0.9547	95.47%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3882	38.82%
Micronuclear	-	0.6541	65.41%
Hepatotoxicity	-	0.7821	78.21%
skin sensitisation	-	0.8899	88.99%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.9333	93.33%
Acute Oral Toxicity (c)	III	0.7950	79.50%
Estrogen receptor binding	+	0.7220	72.20%
Androgen receptor binding	-	0.5956	59.56%
Thyroid receptor binding	+	0.5700	57.00%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5194	51.94%
PPAR gamma	+	0.5798	57.98%
Honey bee toxicity	-	0.8239	82.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.5412	54.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.26%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.28%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.61%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.20%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.29%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	88.99%	90.20%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.91%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.64%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.64%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.26%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.53%	89.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	85.71%	97.31%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.41%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.36%	96.00%
CHEMBL4208	P20618	Proteasome component C5	84.67%	90.00%
CHEMBL3194	P02766	Transthyretin	83.86%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.39%	97.36%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.26%	90.24%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.05%	89.62%
CHEMBL3401	O75469	Pregnane X receptor	82.16%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.40%	99.15%

Plants that contains it

• Campanula medium

Cross-Links

• PubChem: 13893583
• LOTUS: LTS0031740
• wikiData: Q105004477