(2R,3R,4R,5S,6S)-2-[3-[4-[1,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-2-yl]oxyphenyl]propoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 01fd2dfe-551b-4c2f-9117-6dd5507f96e7
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2R,3R,4R,5S,6S)-2-[3-[4-[1,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propan-2-yl]oxyphenyl]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)OC)O)OC)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)OCCCC2=CC=C(C=C2)OC(CO)C(C3=CC(=C(C(=C3)OC)O)OC)O)O)O)O
• InChI: InChI=1S/C26H36O11/c1-14-21(28)24(31)25(32)26(36-14)35-10-4-5-15-6-8-17(9-7-15)37-20(13-27)22(29)16-11-18(33-2)23(30)19(12-16)34-3/h6-9,11-12,14,20-22,24-32H,4-5,10,13H2,1-3H3/t14-,20?,21+,22?,24+,25+,26+/m0/s1
• InChI Key: ILSHLZKMDXCARJ-FPECPKGXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₁₁
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.22576196 g/mol
• Topological Polar Surface Area (TPSA): 168.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8341	83.41%
Caco-2	-	0.8395	83.95%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7281	72.81%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8011	80.11%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.5211	52.11%
P-glycoprotein inhibitior	+	0.5722	57.22%
P-glycoprotein substrate	+	0.6338	63.38%
CYP3A4 substrate	+	0.6445	64.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7853	78.53%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.7105	71.05%
CYP2C19 inhibition	-	0.8503	85.03%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8435	84.35%
CYP2C8 inhibition	+	0.7379	73.79%
CYP inhibitory promiscuity	-	0.7609	76.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9361	93.61%
Skin irritation	-	0.8586	85.86%
Skin corrosion	-	0.9588	95.88%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3999	39.99%
Micronuclear	-	0.6741	67.41%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8984	89.84%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9603	96.03%
Acute Oral Toxicity (c)	III	0.7793	77.93%
Estrogen receptor binding	+	0.7180	71.80%
Androgen receptor binding	-	0.5188	51.88%
Thyroid receptor binding	+	0.6199	61.99%
Glucocorticoid receptor binding	+	0.5932	59.32%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6387	63.87%
Honey bee toxicity	-	0.8149	81.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5356	53.56%

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	99.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.72%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.60%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.08%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.64%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.55%	94.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.58%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.79%	95.89%
CHEMBL4208	P20618	Proteasome component C5	88.48%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.07%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.79%	90.71%
CHEMBL240	Q12809	HERG	85.59%	89.76%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.45%	97.36%
CHEMBL1255126	O15151	Protein Mdm4	85.32%	90.20%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.21%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.47%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.84%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.37%	92.94%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.61%	90.24%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.23%	91.71%

Plants that contains it

• Epimedium sagittatum

Cross-Links

• PubChem: 5318404
• NPASS: NPC226676