2-[2-[1,3-Dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-5-(3-hydroxypropyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: efa73497-3bcd-4a0b-acea-babf07f1c724
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[2-[1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy-5-(3-hydroxypropyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C(C(CO)OC2=C(C=C(C=C2)CCCO)OC3C(C(C(C(O3)CO)O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(C(CO)OC2=C(C=C(C=C2)CCCO)OC3C(C(C(C(O3)CO)O)O)O)O)O
• InChI: InChI=1S/C25H34O12/c1-34-17-10-14(5-6-15(17)29)21(30)19(11-27)35-16-7-4-13(3-2-8-26)9-18(16)36-25-24(33)23(32)22(31)20(12-28)37-25/h4-7,9-10,19-33H,2-3,8,11-12H2,1H3
• InChI Key: XFMPEFQVKDOPPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₁₂
• Molecular Weight: 526.50 g/mol
• Exact Mass: 526.20502652 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.02
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7971	79.71%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6739	67.39%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6129	61.29%
P-glycoprotein inhibitior	-	0.4819	48.19%
P-glycoprotein substrate	+	0.5514	55.14%
CYP3A4 substrate	+	0.6271	62.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7717	77.17%
CYP3A4 inhibition	-	0.9260	92.60%
CYP2C9 inhibition	-	0.8199	81.99%
CYP2C19 inhibition	-	0.8978	89.78%
CYP2D6 inhibition	-	0.9158	91.58%
CYP1A2 inhibition	-	0.8625	86.25%
CYP2C8 inhibition	+	0.7146	71.46%
CYP inhibitory promiscuity	-	0.8538	85.38%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6816	68.16%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9310	93.10%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7787	77.87%
Micronuclear	-	0.6441	64.41%
Hepatotoxicity	-	0.7946	79.46%
skin sensitisation	-	0.8769	87.69%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9092	90.92%
Acute Oral Toxicity (c)	III	0.7900	79.00%
Estrogen receptor binding	+	0.7846	78.46%
Androgen receptor binding	+	0.5349	53.49%
Thyroid receptor binding	+	0.5285	52.85%
Glucocorticoid receptor binding	-	0.5805	58.05%
Aromatase binding	+	0.5602	56.02%
PPAR gamma	+	0.6536	65.36%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.6894	68.94%

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	99.46%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.02%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.55%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.97%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.45%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.52%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.95%	89.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.74%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.59%	95.89%
CHEMBL1255126	O15151	Protein Mdm4	84.29%	90.20%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.44%	99.15%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.99%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.11%	82.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.83%	96.00%
CHEMBL2535	P11166	Glucose transporter	81.64%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.30%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.28%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	80.56%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.20%	97.36%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.15%	100.00%

Plants that contains it

• Iodes cirrhosa
• Lonicera gracilipes

Cross-Links

• PubChem: 76448220
• LOTUS: LTS0263644
• wikiData: Q105327108