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

Details

• Internal ID: 71f94825-6ee3-423d-adfb-2a3d7925c49c
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-2-[3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] 2-methoxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)OC5C(C(C(C(O5)C)O)OC(=O)C6=CC=CC=C6OC)O)C7=CC=C(C=C7)O)OC8C(C(C(C(O8)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=C(OC4=CC(=CC(=C4C3=O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)OC(=O)C6=CC=CC=C6OC)O)C7=CC=C(C=C7)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C47H56O26/c1-16-28(51)33(56)36(59)44(65-16)64-15-26-31(54)35(58)42(73-45-37(60)34(57)30(53)25(14-48)69-45)47(70-26)72-41-32(55)27-22(50)12-20(13-24(27)68-39(41)18-8-10-19(49)11-9-18)67-46-38(61)40(29(52)17(2)66-46)71-43(62)21-6-4-5-7-23(21)63-3/h4-13,16-17,25-26,28-31,33-38,40,42,44-54,56-61H,14-15H2,1-3H3/t16-,17-,25+,26+,28-,29-,30+,31-,33+,34-,35-,36+,37+,38+,40+,42+,44+,45-,46-,47-/m0/s1
• InChI Key: QTJCVGUOWJYLGH-SNQWHCHHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₅₆O₂₆
• Molecular Weight: 1036.90 g/mol
• Exact Mass: 1036.30598189 g/mol
• Topological Polar Surface Area (TPSA): 399.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -3.19
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6454	64.54%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5304	53.04%
OATP2B1 inhibitior	-	0.7210	72.10%
OATP1B1 inhibitior	+	0.8658	86.58%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9089	90.89%
P-glycoprotein inhibitior	+	0.7239	72.39%
P-glycoprotein substrate	+	0.7492	74.92%
CYP3A4 substrate	+	0.7056	70.56%
CYP2C9 substrate	-	0.6753	67.53%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.9560	95.60%
CYP2C9 inhibition	-	0.9176	91.76%
CYP2C19 inhibition	-	0.9401	94.01%
CYP2D6 inhibition	-	0.9681	96.81%
CYP1A2 inhibition	-	0.9381	93.81%
CYP2C8 inhibition	+	0.8589	85.89%
CYP inhibitory promiscuity	-	0.8513	85.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6895	68.95%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.8634	86.34%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7867	78.67%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7999	79.99%
Acute Oral Toxicity (c)	III	0.6579	65.79%
Estrogen receptor binding	+	0.7978	79.78%
Androgen receptor binding	+	0.6597	65.97%
Thyroid receptor binding	+	0.5869	58.69%
Glucocorticoid receptor binding	+	0.6993	69.93%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7887	78.87%
Honey bee toxicity	-	0.6482	64.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7925	79.25%

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	99.71%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.39%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.69%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.67%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.49%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.12%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.99%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	90.72%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.78%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	87.48%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.84%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.20%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.01%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.50%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.15%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.29%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.99%	95.78%

Plants that contains it

• Canavalia gladiata

Cross-Links

• PubChem: 10653639
• LOTUS: LTS0086882
• wikiData: Q105227754