2-[4-[2-[4-[3,4-Dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenoxy]-1-hydroxypropyl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 60eb9468-5437-424e-a607-54ba25c440a6
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: 2-[4-[2-[4-[3,4-dimethyl-5-(3,4,5-trimethoxyphenyl)oxolan-2-yl]-2,6-dimethoxyphenoxy]-1-hydroxypropyl]-2,6-dimethoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(OC1C2=CC(=C(C(=C2)OC)OC)OC)C3=CC(=C(C(=C3)OC)OC(C)C(C4=CC(=C(C(=C4)OC)OC5C(C(C(C(O5)CO)O)O)O)OC)O)OC)C
• SMILES (Isomeric): CC1C(C(OC1C2=CC(=C(C(=C2)OC)OC)OC)C3=CC(=C(C(=C3)OC)OC(C)C(C4=CC(=C(C(=C4)OC)OC5C(C(C(C(O5)CO)O)O)O)OC)O)OC)C
• InChI: InChI=1S/C40H54O16/c1-18-19(2)36(55-35(18)22-13-24(46-4)37(52-10)25(14-22)47-5)23-15-28(50-8)38(29(16-23)51-9)53-20(3)31(42)21-11-26(48-6)39(27(12-21)49-7)56-40-34(45)33(44)32(43)30(17-41)54-40/h11-16,18-20,30-36,40-45H,17H2,1-10H3
• InChI Key: DDICDHYKVDPJPJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₄O₁₆
• Molecular Weight: 790.80 g/mol
• Exact Mass: 790.34118563 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.51
• H-Bond Acceptor: 16
• H-Bond Donor: 5
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7125	71.25%
Caco-2	-	0.8474	84.74%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7291	72.91%
OATP2B1 inhibitior	-	0.5645	56.45%
OATP1B1 inhibitior	+	0.8679	86.79%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9268	92.68%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	-	0.6123	61.23%
CYP3A4 substrate	+	0.5879	58.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8158	81.58%
CYP3A4 inhibition	-	0.7902	79.02%
CYP2C9 inhibition	-	0.7934	79.34%
CYP2C19 inhibition	-	0.7807	78.07%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8707	87.07%
CYP2C8 inhibition	-	0.5984	59.84%
CYP inhibitory promiscuity	+	0.6406	64.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.8589	85.89%
Skin corrosion	-	0.9585	95.85%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7268	72.68%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	-	0.7945	79.45%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8525	85.25%
Acute Oral Toxicity (c)	III	0.7463	74.63%
Estrogen receptor binding	+	0.7920	79.20%
Androgen receptor binding	+	0.5802	58.02%
Thyroid receptor binding	+	0.6084	60.84%
Glucocorticoid receptor binding	+	0.7501	75.01%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.7126	71.26%
Honey bee toxicity	-	0.8326	83.26%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.7199	71.99%

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	98.79%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.12%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.77%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.05%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.69%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	89.21%	92.98%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.55%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.68%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	86.42%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.62%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.07%	86.33%
CHEMBL4208	P20618	Proteasome component C5	84.59%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.45%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.23%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.52%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.51%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.25%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.98%	89.00%
CHEMBL2535	P11166	Glucose transporter	81.61%	98.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.40%	89.44%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.57%	93.56%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.49%	94.03%

Plants that contains it

• Bonamia spectabilis
• Campylospermum flavum
• Ilex aquifolium

Cross-Links

• PubChem: 162881044
• LOTUS: LTS0140052
• wikiData: Q105036449