(2S,3R,4S,5S,6R)-2-[4-[1,3-Dihydroxy-2-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]propyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	c81a26c3-b77b-4c1d-9f22-9bdeef6ead38
Taxonomy	Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name	(2S,3R,4S,5S,6R)-2-[4-[1,3-dihydroxy-2-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]propyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)	COC1=CC(=CC(=C1OC(CO)C(C2=CC(=C(C=C2)OC3C(C(C(C(O3)CO)O)O)O)OC)O)OC)C=CCO
SMILES (Isomeric)	COC1=CC(=CC(=C1OC(CO)C(C2=CC(=C(C=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC)O)OC)/C=C/CO
InChI	InChI=1S/C27H36O13/c1-35-17-11-15(6-7-16(17)39-27-25(34)24(33)23(32)21(13-30)40-27)22(31)20(12-29)38-26-18(36-2)9-14(5-4-8-28)10-19(26)37-3/h4-7,9-11,20-25,27-34H,8,12-13H2,1-3H3/b5-4+/t20?,21-,22?,23-,24+,25-,27-/m1/s1
InChI Key	XMGKCJUCYBLMBY-ONCYFVLKSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₇H₃₆O₁₃
Molecular Weight	568.60 g/mol
Exact Mass	568.21559120 g/mol
Topological Polar Surface Area (TPSA)	197.00 Å²
XlogP	-0.40
Atomic LogP (AlogP)	-0.63
H-Bond Acceptor	13
H-Bond Donor	7
Rotatable Bonds	13

Synonyms

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(2S,3R,4S,5S,6R)-2-[4-[1,3-Dihydroxy-2-[4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenoxy]propyl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

105279-10-5

SCHEMBL7641595

3-[3-Methoxy-4-[(beta-D-glucopyranosyl)oxy]phenyl]-2-[2,6-dimethoxy-4-[(E)-3-hydroxy-1-propenyl]phenoxy]-1,3-propanediol

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7580	75.80%
Caco-2	-	0.8502	85.02%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5634	56.34%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8525	85.25%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8449	84.49%
P-glycoprotein inhibitior	+	0.6357	63.57%
P-glycoprotein substrate	-	0.6809	68.09%
CYP3A4 substrate	+	0.5833	58.33%
CYP2C9 substrate	+	0.5811	58.11%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.8482	84.82%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	-	0.8260	82.60%
CYP2D6 inhibition	-	0.8821	88.21%
CYP1A2 inhibition	-	0.8638	86.38%
CYP2C8 inhibition	+	0.5612	56.12%
CYP inhibitory promiscuity	-	0.6072	60.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6753	67.53%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.8673	86.73%
Skin corrosion	-	0.9589	95.89%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7656	76.56%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.7447	74.47%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8655	86.55%
Acute Oral Toxicity (c)	III	0.7436	74.36%
Estrogen receptor binding	+	0.7996	79.96%
Androgen receptor binding	-	0.4886	48.86%
Thyroid receptor binding	+	0.5327	53.27%
Glucocorticoid receptor binding	+	0.6652	66.52%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6395	63.95%
Honey bee toxicity	-	0.7778	77.78%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7816	78.16%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.93%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.81%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.78%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.40%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.10%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.05%	89.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.27%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.97%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.89%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.58%	95.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.95%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.89%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.57%	86.92%
CHEMBL4208	P20618	Proteasome component C5	81.43%	90.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.00%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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