2-[3-Hydroxy-2-[2-hydroxy-4-(3-hydroxypropyl)phenoxy]-1-(4-hydroxy-3-methoxyphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 1e49216e-62c5-4644-8951-6b5f89fcd981
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[3-hydroxy-2-[2-hydroxy-4-(3-hydroxypropyl)phenoxy]-1-(4-hydroxy-3-methoxyphenyl)propoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=CC(=C1)C(C(CO)OC2=C(C=C(C=C2)CCCO)O)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(C(CO)OC2=C(C=C(C=C2)CCCO)O)OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C25H34O12/c1-34-18-10-14(5-6-15(18)29)24(37-25-23(33)22(32)21(31)19(11-27)36-25)20(12-28)35-17-7-4-13(3-2-8-26)9-16(17)30/h4-7,9-10,19-33H,2-3,8,11-12H2,1H3
• InChI Key: BGHJPAAKWMIBKL-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: -0.30
• Atomic LogP (AlogP): -0.67
• 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	-	0.8836	88.36%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6739	67.39%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8323	83.23%
OATP1B3 inhibitior	+	0.9542	95.42%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6663	66.63%
P-glycoprotein inhibitior	-	0.5463	54.63%
P-glycoprotein substrate	+	0.5280	52.80%
CYP3A4 substrate	+	0.6312	63.12%
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	+	0.6199	61.99%
CYP inhibitory promiscuity	-	0.8538	85.38%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6816	68.16%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9318	93.18%
Skin irritation	-	0.8133	81.33%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8931	89.31%
Micronuclear	-	0.6441	64.41%
Hepatotoxicity	-	0.7696	76.96%
skin sensitisation	-	0.8769	87.69%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8626	86.26%
Acute Oral Toxicity (c)	III	0.7900	79.00%
Estrogen receptor binding	+	0.7194	71.94%
Androgen receptor binding	+	0.5368	53.68%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5427	54.27%
Aromatase binding	+	0.5262	52.62%
PPAR gamma	+	0.5428	54.28%
Honey bee toxicity	-	0.7773	77.73%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7349	73.49%
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	99.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.80%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.38%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.63%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.72%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.64%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.60%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.19%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.88%	95.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.84%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	85.43%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.54%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.71%	95.56%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.43%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.87%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.76%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.45%	99.15%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.28%	100.00%
CHEMBL2535	P11166	Glucose transporter	80.19%	98.75%

Plants that contains it

• Picea abies
• Pinus massoniana
• Pinus sylvestris
• Viburnum dilatatum

Cross-Links

• PubChem: 162892256
• LOTUS: LTS0218027
• wikiData: Q104935556