I+/--D-Glucopyranoside, 3,6-O-[[(1I+/-,2I+/-,3I(2))-5-[[6-O-[(2,3-dihydro-2-oxo-1H-indol-3-yl)acetyl]-I(2)-D-glucopyranosyl]oxy]-2,3-dihydro-6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-1H-indene-1,2-diyl]dicarbonyl]-I(2)-D-fructofuranosyl

Details

• Internal ID: fabf6a64-c7f0-402c-b926-23c0e73091f5
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [6-[[7,19-dihydroxy-11-(4-hydroxy-3-methoxyphenyl)-18-(hydroxymethyl)-3,13-dioxo-18-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,14,17-trioxatetracyclo[14.2.1.04,12.05,10]nonadeca-5,7,9-trien-8-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(2-oxo-1,3-dihydroindol-3-yl)acetate
• InChI: InChI=1S/C46H51NO24/c1-63-24-8-16(6-7-22(24)50)30-19-10-25(66-44-38(58)37(57)34(54)27(68-44)13-64-29(52)11-20-17-4-2-3-5-21(17)47-41(20)60)23(51)9-18(19)31-32(30)42(61)65-14-28-35(55)40(69-43(31)62)46(15-49,70-28)71-45-39(59)36(56)33(53)26(12-48)67-45/h2-10,20,26-28,30-40,44-45,48-51,53-59H,11-15H2,1H3,(H,47,60)
• InChI Key: YKJNAQAMDVTTGV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₁NO₂₄
• Molecular Weight: 1001.90 g/mol
• Exact Mass: 1001.28010149 g/mol
• Topological Polar Surface Area (TPSA): 386.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -3.46
• H-Bond Acceptor: 24
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

• DTXSID201098206
• 188834-49-3
• alpha-D-Glucopyranoside, 3,6-O-[[(1alpha,2alpha,3beta)-5-[[6-O-[(2,3-dihydro-2-oxo-1H-indol-3-yl)acetyl]-beta-D-glucopyranosyl]oxy]-2,3-dihydro-6-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-1H-indene-1,2-diyl]dicarbonyl]-beta-D-fructofuranosyl

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4942	49.42%
Caco-2	-	0.8668	86.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5884	58.84%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.8021	80.21%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9095	90.95%
P-glycoprotein inhibitior	+	0.7361	73.61%
P-glycoprotein substrate	+	0.7475	74.75%
CYP3A4 substrate	+	0.7383	73.83%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8513	85.13%
CYP3A4 inhibition	-	0.8148	81.48%
CYP2C9 inhibition	-	0.7706	77.06%
CYP2C19 inhibition	-	0.7416	74.16%
CYP2D6 inhibition	-	0.9087	90.87%
CYP1A2 inhibition	-	0.8343	83.43%
CYP2C8 inhibition	+	0.7919	79.19%
CYP inhibitory promiscuity	-	0.7623	76.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9020	90.20%
Skin irritation	-	0.8126	81.26%
Skin corrosion	-	0.9444	94.44%
Ames mutagenesis	-	0.5437	54.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7649	76.49%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.8073	80.73%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5953	59.53%
Acute Oral Toxicity (c)	III	0.6421	64.21%
Estrogen receptor binding	+	0.8092	80.92%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	+	0.5978	59.78%
Glucocorticoid receptor binding	+	0.6698	66.98%
Aromatase binding	+	0.5489	54.89%
PPAR gamma	+	0.7609	76.09%
Honey bee toxicity	-	0.6461	64.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8498	84.98%

Targets

Proven Targets:

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	99.88%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.88%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.33%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.98%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.54%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.10%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.26%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.52%	95.89%
CHEMBL2535	P11166	Glucose transporter	90.99%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.54%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.86%	85.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.79%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.56%	97.36%
CHEMBL4208	P20618	Proteasome component C5	87.18%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.13%	95.83%
CHEMBL3401	O75469	Pregnane X receptor	86.57%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.41%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.28%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.97%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.84%	99.23%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.53%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.37%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.18%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.00%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	81.72%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.03%	92.62%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.86%	80.78%
CHEMBL5028	O14672	ADAM10	80.26%	97.50%

Plants that contains it

• Secale cereale

Cross-Links

• PubChem: 131751581
• LOTUS: LTS0264602
• wikiData: Q105349724