[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: a4016828-32c6-4d34-85b1-a4b624a665c3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-3,4-dihydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)OC6C(C(C(C(O6)COC(=O)C)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)COC(=O)C)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C42H54O25/c1-14-27(47)31(51)35(55)39(60-14)59-13-25-30(50)33(53)37(41(64-25)61-18-8-19(45)26-20(46)10-21(62-22(26)9-18)16-4-6-17(57-3)7-5-16)67-42-38(34(54)29(49)24(65-42)12-58-15(2)44)66-40-36(56)32(52)28(48)23(11-43)63-40/h4-10,14,23-25,27-43,45,47-56H,11-13H2,1-3H3/t14-,23+,24+,25+,27-,28+,29+,30+,31+,32-,33-,34-,35+,36+,37+,38+,39+,40-,41+,42-/m0/s1
• InChI Key: DEKFLPVFTLGVJM-FQSCWMPHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₄O₂₅
• Molecular Weight: 958.90 g/mol
• Exact Mass: 958.29541720 g/mol
• Topological Polar Surface Area (TPSA): 378.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -4.58
• H-Bond Acceptor: 25
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5526	55.26%
Caco-2	-	0.8795	87.95%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5570	55.70%
OATP2B1 inhibitior	-	0.7240	72.40%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7486	74.86%
P-glycoprotein inhibitior	+	0.6691	66.91%
P-glycoprotein substrate	+	0.6509	65.09%
CYP3A4 substrate	+	0.6632	66.32%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.9685	96.85%
CYP2C9 inhibition	-	0.9463	94.63%
CYP2C19 inhibition	-	0.9523	95.23%
CYP2D6 inhibition	-	0.9586	95.86%
CYP1A2 inhibition	-	0.9548	95.48%
CYP2C8 inhibition	+	0.7329	73.29%
CYP inhibitory promiscuity	-	0.8946	89.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6848	68.48%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9069	90.69%
Skin irritation	-	0.8476	84.76%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7763	77.63%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9370	93.70%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9153	91.53%
Acute Oral Toxicity (c)	III	0.6846	68.46%
Estrogen receptor binding	+	0.8360	83.60%
Androgen receptor binding	+	0.6331	63.31%
Thyroid receptor binding	+	0.5456	54.56%
Glucocorticoid receptor binding	+	0.6181	61.81%
Aromatase binding	+	0.5297	52.97%
PPAR gamma	+	0.7571	75.71%
Honey bee toxicity	-	0.6721	67.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8430	84.30%

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	99.75%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.74%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.82%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.62%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.02%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.12%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.32%	99.15%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.97%	81.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.89%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.76%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.27%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	90.11%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.53%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.43%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	85.74%	87.67%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.54%	95.89%
CHEMBL3194	P02766	Transthyretin	82.79%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.64%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.37%	96.00%
CHEMBL1907	P15144	Aminopeptidase N	80.95%	93.31%
CHEMBL340	P08684	Cytochrome P450 3A4	80.56%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.02%	95.89%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.00%	94.80%

Plants that contains it

• Dracocephalum ruyschiana

Cross-Links

• PubChem: 71716454
• NPASS: NPC68592