[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-(hydroxymethyl)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 (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 6a76e4ef-f4e5-4e68-a1f4-e36bb4c97d1d
• 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-hydroxyphenyl)-4-oxo-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-3-yl]oxy-6-(hydroxymethyl)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 (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)COC(=O)C=CC6=CC=C(C=C6)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C8=CC=C(C=C8)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)/C=C/C6=CC=C(C=C6)O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C8=CC=C(C=C8)O)O)O)O)O
• InChI: InChI=1S/C48H56O27/c1-17-30(55)35(60)39(64)45(67-17)68-22-12-23(53)29-24(13-22)69-41(19-5-9-21(52)10-6-19)42(34(29)59)73-47-44(37(62)32(57)26(15-50)71-47)75-48-43(74-46-40(65)36(61)31(56)25(14-49)70-46)38(63)33(58)27(72-48)16-66-28(54)11-4-18-2-7-20(51)8-3-18/h2-13,17,25-27,30-33,35-40,43-53,55-58,60-65H,14-16H2,1H3/b11-4+/t17-,25+,26+,27+,30-,31+,32+,33+,35+,36-,37-,38-,39+,40+,43+,44+,45-,46-,47-,48-/m0/s1
• InChI Key: WPSQPCQXXZZELJ-DTGHQKQGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₆O₂₇
• Molecular Weight: 1064.90 g/mol
• Exact Mass: 1064.30089651 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -4.13
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5206	52.06%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.6000	60.00%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9821	98.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7678	76.78%
P-glycoprotein inhibitior	+	0.7146	71.46%
P-glycoprotein substrate	+	0.6111	61.11%
CYP3A4 substrate	+	0.6970	69.70%
CYP2C9 substrate	-	0.8173	81.73%
CYP2D6 substrate	-	0.8760	87.60%
CYP3A4 inhibition	-	0.9447	94.47%
CYP2C9 inhibition	-	0.8753	87.53%
CYP2C19 inhibition	-	0.8811	88.11%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.9136	91.36%
CYP2C8 inhibition	+	0.8383	83.83%
CYP inhibitory promiscuity	-	0.7318	73.18%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.8395	83.95%
Skin corrosion	-	0.9516	95.16%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7871	78.71%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9488	94.88%
Acute Oral Toxicity (c)	III	0.5224	52.24%
Estrogen receptor binding	+	0.7772	77.72%
Androgen receptor binding	+	0.6856	68.56%
Thyroid receptor binding	+	0.5462	54.62%
Glucocorticoid receptor binding	+	0.5987	59.87%
Aromatase binding	+	0.5817	58.17%
PPAR gamma	+	0.7716	77.16%
Honey bee toxicity	-	0.6693	66.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9345	93.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.70%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.52%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.92%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.39%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.86%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.50%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	92.76%	95.64%
CHEMBL3194	P02766	Transthyretin	92.58%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.38%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.19%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.86%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.55%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.39%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.07%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.12%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.37%	95.78%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.00%	97.36%
CHEMBL242	Q92731	Estrogen receptor beta	83.68%	98.35%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.39%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.11%	85.14%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.50%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.18%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.65%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.38%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.31%	95.83%

Plants that contains it

• Androsace umbellata
• Rubia cordifolia

Cross-Links

• PubChem: 101482794
• LOTUS: LTS0042570
• wikiData: Q105010018