1-O-[3-O-(3-Methoxy-4-hydroxycinnamoyl)-beta-D-fructofuranosyl]-beta-D-fructofuranosyl 6-O-(4-hydroxycinnamoyl)-alpha-D-glucopyranoside

Details

• Internal ID: 2aeaddbc-caa6-41f9-b893-34043357ed46
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2-[[(2R,3S,4R,5R)-4-hydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-5-(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(OC2(CO)OCC3(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)CO)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@H]2[C@@H]([C@H](O[C@@]2(CO)OC[C@@]3([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C/C5=CC=C(C=C5)O)O)O)O)CO)O)O
• InChI: InChI=1S/C37H46O21/c1-51-22-12-19(4-9-21(22)42)6-11-27(44)55-34-30(47)24(14-39)56-36(34,16-40)53-17-37(33(50)29(46)23(13-38)57-37)58-35-32(49)31(48)28(45)25(54-35)15-52-26(43)10-5-18-2-7-20(41)8-3-18/h2-12,23-25,28-35,38-42,45-50H,13-17H2,1H3/b10-5+,11-6+/t23-,24-,25-,28-,29-,30-,31+,32-,33+,34+,35-,36-,37+/m1/s1
• InChI Key: JBXOUDAZUBZWQI-RGCWGETQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₆O₂₁
• Molecular Weight: 826.70 g/mol
• Exact Mass: 826.25315847 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -3.62
• H-Bond Acceptor: 21
• H-Bond Donor: 11
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7602	76.02%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7687	76.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8357	83.57%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8705	87.05%
P-glycoprotein inhibitior	+	0.6845	68.45%
P-glycoprotein substrate	-	0.5181	51.81%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8593	85.93%
CYP3A4 inhibition	-	0.7658	76.58%
CYP2C9 inhibition	-	0.8320	83.20%
CYP2C19 inhibition	-	0.7380	73.80%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.8788	87.88%
CYP2C8 inhibition	+	0.8365	83.65%
CYP inhibitory promiscuity	-	0.7727	77.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.8457	84.57%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7943	79.43%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.8875	88.75%
skin sensitisation	-	0.8263	82.63%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8495	84.95%
Acute Oral Toxicity (c)	III	0.6461	64.61%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.6938	69.38%
Thyroid receptor binding	+	0.5237	52.37%
Glucocorticoid receptor binding	+	0.6602	66.02%
Aromatase binding	+	0.6145	61.45%
PPAR gamma	+	0.7451	74.51%
Honey bee toxicity	-	0.6916	69.16%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9645	96.45%

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	99.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.36%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.13%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.94%	95.56%
CHEMBL3194	P02766	Transthyretin	93.03%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.26%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.04%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.54%	89.00%
CHEMBL4208	P20618	Proteasome component C5	88.89%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.55%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.42%	89.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.62%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.22%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.98%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.49%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.18%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	81.52%	91.19%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.27%	95.83%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.54%	95.50%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	80.42%	97.03%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.32%	97.36%

Plants that contains it

• Arnebia guttata

Cross-Links

• PubChem: 101414918
• NPASS: NPC216124