[6-[3-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: 4c86dde6-9ff4-4d7c-ac22-576e8979c6da
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [6-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-6-methoxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O)OC)O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC4C(C(C(C(O4)COC(=O)C=CC5=CC(=C(C=C5)O)O)O)O)O)OC)O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)O
• InChI: InChI=1S/C44H50O26/c1-61-20-7-5-16(10-19(20)49)38-40(69-44-41(35(58)29(52)24(13-46)67-44)70-43-37(60)33(56)28(51)23(12-45)66-43)32(55)27-21(64-38)11-22(39(62-2)31(27)54)65-42-36(59)34(57)30(53)25(68-42)14-63-26(50)8-4-15-3-6-17(47)18(48)9-15/h3-11,23-25,28-30,33-37,41-49,51-54,56-60H,12-14H2,1-2H3
• InChI Key: GWJXMCRFLNJELN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₀O₂₆
• Molecular Weight: 994.80 g/mol
• Exact Mass: 994.25903170 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.25
• H-Bond Acceptor: 26
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5340	53.40%
Caco-2	-	0.8708	87.08%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5166	51.66%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8847	88.47%
OATP1B3 inhibitior	+	0.9824	98.24%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8249	82.49%
P-glycoprotein inhibitior	+	0.7327	73.27%
P-glycoprotein substrate	+	0.6466	64.66%
CYP3A4 substrate	+	0.7051	70.51%
CYP2C9 substrate	-	0.8152	81.52%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.9031	90.31%
CYP2C9 inhibition	-	0.8732	87.32%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9452	94.52%
CYP1A2 inhibition	-	0.9355	93.55%
CYP2C8 inhibition	+	0.8715	87.15%
CYP inhibitory promiscuity	-	0.7496	74.96%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.8436	84.36%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7719	77.19%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.8927	89.27%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.9757	97.57%
Acute Oral Toxicity (c)	III	0.6240	62.40%
Estrogen receptor binding	+	0.7883	78.83%
Androgen receptor binding	+	0.6759	67.59%
Thyroid receptor binding	+	0.5995	59.95%
Glucocorticoid receptor binding	+	0.6763	67.63%
Aromatase binding	+	0.5618	56.18%
PPAR gamma	+	0.7540	75.40%
Honey bee toxicity	-	0.6694	66.94%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.8986	89.86%

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	99.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.21%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.78%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.37%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.06%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.26%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.16%	99.17%
CHEMBL3194	P02766	Transthyretin	93.27%	90.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.68%	95.64%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.63%	80.78%
CHEMBL2581	P07339	Cathepsin D	90.51%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.65%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.11%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.30%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.62%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	84.75%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.58%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.56%	94.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.64%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.06%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.66%	96.90%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.50%	95.78%
CHEMBL1937	Q92769	Histone deacetylase 2	80.39%	94.75%

Plants that contains it

• Tetragonia tetragonoides

Cross-Links

• PubChem: 162998342
• LOTUS: LTS0266730
• wikiData: Q105022463