2-[4-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-3,5,7-trihydroxychromen-4-one

Details

• Internal ID: 8b2fbaad-0027-4acb-bdb8-2f13e4d134c0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-[4-[(2S,3R,4S,5R,6R)-6-[[(2R,3R,4S,5S,6S)-3,5-dihydroxy-6-methyl-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxyphenyl]-3,5,7-trihydroxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2O)OCC3C(C(C(C(O3)OC4=CC=C(C=C4)C5=C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O)O)C)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]2O)OC[C@@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)OC4=CC=C(C=C4)C5=C(C(=O)C6=C(C=C(C=C6O5)O)O)O)O)O)O)C)O)O)O)O
• InChI: InChI=1S/C33H40O19/c1-10-19(36)23(40)26(43)32(48-10)52-30-20(37)11(2)47-31(28(30)45)46-9-17-21(38)24(41)27(44)33(51-17)49-14-5-3-12(4-6-14)29-25(42)22(39)18-15(35)7-13(34)8-16(18)50-29/h3-8,10-11,17,19-21,23-24,26-28,30-38,40-45H,9H2,1-2H3/t10-,11+,17-,19+,20+,21+,23+,24+,26-,27-,28-,30+,31-,32+,33-/m1/s1
• InChI Key: NBJVIDFSRVGUSN-PYOOKMAESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₁₉
• Molecular Weight: 740.70 g/mol
• Exact Mass: 740.21637904 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -2.54
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4659	46.59%
Caco-2	-	0.8830	88.30%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7552	75.52%
OATP2B1 inhibitior	-	0.5770	57.70%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.9107	91.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6530	65.30%
P-glycoprotein inhibitior	+	0.6003	60.03%
P-glycoprotein substrate	+	0.6430	64.30%
CYP3A4 substrate	+	0.6683	66.83%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.8904	89.04%
CYP2C9 inhibition	-	0.9134	91.34%
CYP2C19 inhibition	-	0.9158	91.58%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.8713	87.13%
CYP2C8 inhibition	+	0.8461	84.61%
CYP inhibitory promiscuity	-	0.6602	66.02%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7067	70.67%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.8277	82.77%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6599	65.99%
Micronuclear	+	0.7292	72.92%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.9527	95.27%
Acute Oral Toxicity (c)	III	0.6245	62.45%
Estrogen receptor binding	+	0.7658	76.58%
Androgen receptor binding	+	0.5708	57.08%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	+	0.6002	60.02%
Aromatase binding	+	0.6153	61.53%
PPAR gamma	+	0.7153	71.53%
Honey bee toxicity	-	0.7399	73.99%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9179	91.79%

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	99.72%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.11%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.84%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.38%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.38%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.19%	94.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	95.67%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	93.90%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.99%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.16%	99.15%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.63%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.14%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.71%	96.09%
CHEMBL4208	P20618	Proteasome component C5	87.16%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.41%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.37%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.67%	95.78%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.17%	81.11%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.02%	86.92%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.54%	94.42%
CHEMBL3194	P02766	Transthyretin	83.29%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.21%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.16%	97.09%
CHEMBL1907	P15144	Aminopeptidase N	82.13%	93.31%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.99%	80.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.90%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.89%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.08%	95.71%

Plants that contains it

• Rhamnus disperma

Cross-Links

• PubChem: 162959781
• LOTUS: LTS0095434
• wikiData: Q105176816