2-[4-[(2S,3S,4R,5R,6S)-3-[(2S,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-methoxyphenyl]-5-hydroxy-7-methoxychromen-4-one

Details

• Internal ID: 243e4489-f8c9-4e15-9d4b-2e6e82780c9c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 2-[4-[(2S,3S,4R,5R,6S)-3-[(2S,3S,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-methoxyphenyl]-5-hydroxy-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)OC4C(C(C(C(O4)CO)O)O)OC5C(C(CO5)(CO)O)O)OC)O
• SMILES (Isomeric): COC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O[C@H]4[C@H]([C@@H]([C@H]([C@@H](O4)CO)O)O)O[C@H]5[C@H]([C@](CO5)(CO)O)O)OC)O
• InChI: InChI=1S/C28H32O15/c1-37-13-6-14(31)21-15(32)8-17(40-19(21)7-13)12-3-4-16(18(5-12)38-2)41-26-24(23(34)22(33)20(9-29)42-26)43-27-25(35)28(36,10-30)11-39-27/h3-8,20,22-27,29-31,33-36H,9-11H2,1-2H3/t20-,22-,23+,24-,25+,26+,27-,28+/m0/s1
• InChI Key: HXGMFRZFNQCALH-MVIZORQYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6634	66.34%
Caco-2	-	0.8847	88.47%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6223	62.23%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8969	89.69%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8712	87.12%
P-glycoprotein inhibitior	+	0.5721	57.21%
P-glycoprotein substrate	+	0.5721	57.21%
CYP3A4 substrate	+	0.6802	68.02%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.8665	86.65%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.8977	89.77%
CYP2C8 inhibition	+	0.7482	74.82%
CYP inhibitory promiscuity	-	0.7651	76.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5686	56.86%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.8182	81.82%
Skin corrosion	-	0.9454	94.54%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7297	72.97%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8795	87.95%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8250	82.50%
Acute Oral Toxicity (c)	III	0.6977	69.77%
Estrogen receptor binding	+	0.8523	85.23%
Androgen receptor binding	+	0.6434	64.34%
Thyroid receptor binding	+	0.5760	57.60%
Glucocorticoid receptor binding	+	0.6699	66.99%
Aromatase binding	+	0.6736	67.36%
PPAR gamma	+	0.7671	76.71%
Honey bee toxicity	-	0.6791	67.91%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.7109	71.09%

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	98.75%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.37%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.86%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.15%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	94.75%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.80%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.30%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.70%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.31%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.28%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.04%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.30%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.07%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.67%	96.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.98%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.94%	97.28%
CHEMBL4208	P20618	Proteasome component C5	85.56%	90.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.61%	96.21%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	83.67%	95.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.18%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.95%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.56%	90.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	82.47%	96.69%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.80%	95.78%
CHEMBL1951	P21397	Monoamine oxidase A	81.51%	91.49%
CHEMBL5747	Q92793	CREB-binding protein	80.73%	95.12%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.72%	95.83%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.66%	94.33%

Plants that contains it

• Viscum coloratum

Cross-Links

• PubChem: 162973301
• LOTUS: LTS0163096
• wikiData: Q105034991