[(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 7b10e2d5-de1d-48f7-b769-ab92a118eec3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
• IUPAC Name: [(2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2-[[(2R,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)OC)COC4C(C(C(CO4)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C\C3=CC(=C(C=C3)O)OC)CO[C@@H]4[C@@H]([C@H]([C@H](CO4)O)O)O)OCCC5=CC(=C(C=C5)O)O)O)O)O)O
• InChI: InChI=1S/C35H46O19/c1-15-25(41)27(43)29(45)35(51-15)54-32-30(46)34(48-10-9-17-3-6-18(36)20(38)11-17)52-23(14-50-33-28(44)26(42)21(39)13-49-33)31(32)53-24(40)8-5-16-4-7-19(37)22(12-16)47-2/h3-8,11-12,15,21,23,25-39,41-46H,9-10,13-14H2,1-2H3/b8-5-/t15-,21-,23+,25-,26-,27+,28+,29+,30+,31+,32+,33+,34+,35-/m0/s1
• InChI Key: RNIOTCRMLGGHMI-IUBUGKRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₆O₁₉
• Molecular Weight: 770.70 g/mol
• Exact Mass: 770.26332923 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6613	66.13%
Caco-2	-	0.9022	90.22%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7636	76.36%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8669	86.69%
P-glycoprotein inhibitior	-	0.4443	44.43%
P-glycoprotein substrate	+	0.6312	63.12%
CYP3A4 substrate	+	0.6992	69.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8601	86.01%
CYP3A4 inhibition	-	0.9009	90.09%
CYP2C9 inhibition	-	0.8980	89.80%
CYP2C19 inhibition	-	0.8925	89.25%
CYP2D6 inhibition	-	0.8771	87.71%
CYP1A2 inhibition	-	0.8503	85.03%
CYP2C8 inhibition	+	0.7913	79.13%
CYP inhibitory promiscuity	-	0.8965	89.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7264	72.64%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9221	92.21%
Skin irritation	-	0.8402	84.02%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6723	67.23%
Micronuclear	-	0.6926	69.26%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8536	85.36%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9907	99.07%
Acute Oral Toxicity (c)	III	0.7605	76.05%
Estrogen receptor binding	+	0.8176	81.76%
Androgen receptor binding	-	0.7506	75.06%
Thyroid receptor binding	+	0.5353	53.53%
Glucocorticoid receptor binding	+	0.6377	63.77%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7242	72.42%
Honey bee toxicity	-	0.6629	66.29%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8480	84.80%

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	99.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.21%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.14%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.68%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.16%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.83%	99.17%
CHEMBL3194	P02766	Transthyretin	91.54%	90.71%
CHEMBL4208	P20618	Proteasome component C5	89.92%	90.00%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.32%	97.36%
CHEMBL3401	O75469	Pregnane X receptor	87.33%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.64%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.24%	92.62%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.21%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.39%	95.56%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	84.33%	80.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.47%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.30%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.07%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.47%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.57%	92.94%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.39%	85.31%

Plants that contains it

• Scrophularia nodosa

Cross-Links

• PubChem: 163193656
• LOTUS: LTS0066231
• wikiData: Q105241371