[5-[(3R,4R,5R,6S)-6-[[(2R,3S,4S,5R,6R)-6-[(S)-cyano-(3-hydroxyphenyl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxyoxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate

Details

• Internal ID: 26ae21c5-ad36-435d-80d4-0ed6abe0baea
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [5-[(3R,4R,5R,6S)-6-[[(2R,3S,4S,5R,6R)-6-[(S)-cyano-(3-hydroxyphenyl)methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxyoxan-3-yl]oxy-3,4-dihydroxyoxolan-3-yl]methyl (E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
• InChI: InChI=1S/C39H49NO23/c40-10-21(17-2-1-3-18(42)9-17)60-37-33(52)30(49)27(46)23(62-37)12-55-35-31(50)28(47)24(13-56-35)63-38-34(53)39(54,15-58-38)14-57-25(44)7-5-16-4-6-20(19(43)8-16)59-36-32(51)29(48)26(45)22(11-41)61-36/h1-9,21-24,26-38,41-43,45-54H,11-15H2/b7-5+/t21-,22-,23-,24-,26-,27-,28+,29+,30+,31-,32-,33-,34?,35-,36-,37-,38?,39?/m1/s1
• InChI Key: TZFKCHSUEPOYIV-HYSOHNNRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₉NO₂₃
• Molecular Weight: 899.80 g/mol
• Exact Mass: 899.26953681 g/mol
• Topological Polar Surface Area (TPSA): 387.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -5.15
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6210	62.10%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6694	66.94%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8680	86.80%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9261	92.61%
P-glycoprotein inhibitior	+	0.7241	72.41%
P-glycoprotein substrate	+	0.6889	68.89%
CYP3A4 substrate	+	0.7242	72.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.8181	81.81%
CYP2C9 inhibition	-	0.8638	86.38%
CYP2C19 inhibition	-	0.8274	82.74%
CYP2D6 inhibition	-	0.8596	85.96%
CYP1A2 inhibition	-	0.8452	84.52%
CYP2C8 inhibition	+	0.8000	80.00%
CYP inhibitory promiscuity	-	0.6626	66.26%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6499	64.99%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.8176	81.76%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8070	80.70%
Micronuclear	-	0.5326	53.26%
Hepatotoxicity	-	0.6851	68.51%
skin sensitisation	-	0.7870	78.70%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8698	86.98%
Acute Oral Toxicity (c)	III	0.5496	54.96%
Estrogen receptor binding	+	0.8135	81.35%
Androgen receptor binding	+	0.6266	62.66%
Thyroid receptor binding	+	0.6025	60.25%
Glucocorticoid receptor binding	+	0.6753	67.53%
Aromatase binding	+	0.5765	57.65%
PPAR gamma	+	0.7857	78.57%
Honey bee toxicity	-	0.5479	54.79%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.8005	80.05%

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	99.70%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.91%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.48%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.60%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	96.50%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.47%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.43%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	93.41%	91.49%
CHEMBL2581	P07339	Cathepsin D	92.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL2535	P11166	Glucose transporter	91.26%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	91.16%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.71%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.49%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.74%	99.17%
CHEMBL3194	P02766	Transthyretin	88.01%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.98%	89.62%
CHEMBL340	P08684	Cytochrome P450 3A4	87.10%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.19%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.91%	94.62%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.72%	94.23%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.32%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.87%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.84%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.18%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.98%	95.83%
CHEMBL5028	O14672	ADAM10	81.58%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	81.10%	94.73%

Plants that contains it

• Xeranthemum cylindraceum

Cross-Links

• PubChem: 102056499
• LOTUS: LTS0147522
• wikiData: Q105268109