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

Details

• Internal ID: 64196ab0-4dc9-4745-a83b-f0c2ad8b6be7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC=C(C=C6)OC)O)CO)O)O)CO)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]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC4=CC(=C5C(=C4)OC(=CC5=O)C6=CC=C(C=C6)OC)O)CO)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C34H42O19/c1-12-23(39)26(42)29(45)32(47-12)52-31-28(44)25(41)21(11-36)51-34(31)53-30-27(43)24(40)20(10-35)50-33(30)48-15-7-16(37)22-17(38)9-18(49-19(22)8-15)13-3-5-14(46-2)6-4-13/h3-9,12,20-21,23-37,39-45H,10-11H2,1-2H3/t12-,20+,21+,23-,24+,25+,26+,27-,28-,29+,30+,31+,32-,33+,34-/m0/s1
• InChI Key: NSHODVPTAXCSGW-ITHKCGJZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₉
• Molecular Weight: 754.70 g/mol
• Exact Mass: 754.23202911 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.97
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6104	61.04%
Caco-2	-	0.8801	88.01%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.6400	64.00%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9229	92.29%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6738	67.38%
P-glycoprotein inhibitior	-	0.5553	55.53%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6341	63.41%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.9278	92.78%
CYP2C9 inhibition	-	0.9320	93.20%
CYP2C19 inhibition	-	0.9270	92.70%
CYP2D6 inhibition	-	0.9468	94.68%
CYP1A2 inhibition	-	0.9405	94.05%
CYP2C8 inhibition	+	0.6593	65.93%
CYP inhibitory promiscuity	-	0.7366	73.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6597	65.97%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.8448	84.48%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7957	79.57%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9392	93.92%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9474	94.74%
Acute Oral Toxicity (c)	III	0.7328	73.28%
Estrogen receptor binding	+	0.8238	82.38%
Androgen receptor binding	+	0.6415	64.15%
Thyroid receptor binding	+	0.5184	51.84%
Glucocorticoid receptor binding	+	0.5780	57.80%
Aromatase binding	+	0.5497	54.97%
PPAR gamma	+	0.7168	71.68%
Honey bee toxicity	-	0.6973	69.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.6532	65.32%

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	99.68%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.62%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.90%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.05%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.15%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.88%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.55%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.50%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.29%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.15%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.94%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.92%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.65%	99.17%
CHEMBL1907	P15144	Aminopeptidase N	85.43%	93.31%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.58%	81.11%
CHEMBL4208	P20618	Proteasome component C5	83.87%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL3194	P02766	Transthyretin	83.60%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.15%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.96%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.21%	90.71%

Plants that contains it

• Bazzania fauriana
• Lepidozia reptans
• Peganum harmala

Cross-Links

• PubChem: 102064905
• LOTUS: LTS0011021
• wikiData: Q105308931