2-[[2-(4-Hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methoxy]-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	f05e3bec-02f5-4d84-a6fb-60dfb82c44b5
Taxonomy	Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name	2-[[2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical)	COC1=C(C=CC(=C1)CC2COC(C2COC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)O)OC)O
SMILES (Isomeric)	COC1=C(C=CC(=C1)CC2COC(C2COC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)O)OC)O
InChI	InChI=1S/C26H34O11/c1-33-19-8-13(3-5-17(19)28)7-15-11-35-25(14-4-6-18(29)20(9-14)34-2)16(15)12-36-26-24(32)23(31)22(30)21(10-27)37-26/h3-6,8-9,15-16,21-32H,7,10-12H2,1-2H3
InChI Key	PVTQSROCPUXIGT-UHFFFAOYSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₃₄O₁₁
Molecular Weight	522.50 g/mol
Exact Mass	522.21011190 g/mol
Topological Polar Surface Area (TPSA)	168.00 Å²
XlogP	0.80
Atomic LogP (AlogP)	0.48
H-Bond Acceptor	11
H-Bond Donor	6
Rotatable Bonds	9

Synonyms

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CHEBI:139470

NCGC00169951-01

BRD-A97957318-001-01-7

2-[[2-(4-hydroxy-3-methoxyphenyl)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

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	-	0.7025	70.25%
Caco-2	-	0.8402	84.02%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8022	80.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5557	55.57%
P-glycoprotein inhibitior	-	0.4375	43.75%
P-glycoprotein substrate	-	0.6589	65.89%
CYP3A4 substrate	+	0.6341	63.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7860	78.60%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.8245	82.45%
CYP2C19 inhibition	-	0.7386	73.86%
CYP2D6 inhibition	-	0.8963	89.63%
CYP1A2 inhibition	-	0.8578	85.78%
CYP2C8 inhibition	+	0.6899	68.99%
CYP inhibitory promiscuity	+	0.5593	55.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9445	94.45%
Skin irritation	-	0.8573	85.73%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8889	88.89%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8831	88.31%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9181	91.81%
Acute Oral Toxicity (c)	III	0.7137	71.37%
Estrogen receptor binding	+	0.7659	76.59%
Androgen receptor binding	+	0.6031	60.31%
Thyroid receptor binding	+	0.5522	55.22%
Glucocorticoid receptor binding	-	0.5392	53.92%
Aromatase binding	-	0.5214	52.14%
PPAR gamma	+	0.5560	55.60%
Honey bee toxicity	-	0.8080	80.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.8946	89.46%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.97%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.98%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.50%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.20%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.23%	99.17%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	89.16%	85.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.43%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.98%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.95%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.51%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.87%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.16%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.10%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.97%	96.61%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.96%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.75%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	82.17%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	80.78%	94.73%
CHEMBL4208	P20618	Proteasome component C5	80.17%	90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Clerodendrum indicum

Equisetum ramosissimum var. huegelii

Gnetum montanum

Syringa reticulata subsp. amurensis