[2-[2-(3,4-Dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

Details

• Internal ID: e3f96103-0ac8-4191-a7b1-22c99fa304a0
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [2-[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxo-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC(=C(C=C4)O)O)OC5C(C(C(C(O5)CO)O)O)OC(=O)C)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C3=C(C(=C2)O)C(=O)C(=C(O3)C4=CC(=C(C=C4)O)O)OC5C(C(C(C(O5)CO)O)O)OC(=O)C)O)O)O)O
• InChI: InChI=1S/C29H32O18/c1-8-17(35)21(39)23(41)28(42-8)44-14-6-13(34)16-20(38)26(24(46-25(16)19(14)37)10-3-4-11(32)12(33)5-10)47-29-27(43-9(2)31)22(40)18(36)15(7-30)45-29/h3-6,8,15,17-18,21-23,27-30,32-37,39-41H,7H2,1-2H3
• InChI Key: KHPKIZDPZGSTMI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₈
• Molecular Weight: 668.60 g/mol
• Exact Mass: 668.15886417 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.76
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6039	60.39%
Caco-2	-	0.9076	90.76%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6594	65.94%
OATP2B1 inhibitior	-	0.5717	57.17%
OATP1B1 inhibitior	+	0.8796	87.96%
OATP1B3 inhibitior	+	0.9651	96.51%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7945	79.45%
P-glycoprotein inhibitior	-	0.4355	43.55%
P-glycoprotein substrate	-	0.5113	51.13%
CYP3A4 substrate	+	0.6597	65.97%
CYP2C9 substrate	+	0.5402	54.02%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9136	91.36%
CYP2C9 inhibition	-	0.9138	91.38%
CYP2C19 inhibition	-	0.9441	94.41%
CYP2D6 inhibition	-	0.9713	97.13%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	+	0.7302	73.02%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7384	73.84%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9090	90.90%
Skin irritation	-	0.8496	84.96%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	+	0.5072	50.72%
Human Ether-a-go-go-Related Gene inhibition	+	0.7989	79.89%
Micronuclear	+	0.6633	66.33%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9381	93.81%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.9095	90.95%
Acute Oral Toxicity (c)	III	0.5727	57.27%
Estrogen receptor binding	+	0.7842	78.42%
Androgen receptor binding	+	0.6086	60.86%
Thyroid receptor binding	-	0.5224	52.24%
Glucocorticoid receptor binding	+	0.6045	60.45%
Aromatase binding	-	0.4875	48.75%
PPAR gamma	+	0.6572	65.72%
Honey bee toxicity	-	0.7163	71.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.8976	89.76%

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	99.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.00%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.35%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.20%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	96.15%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.89%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.96%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.70%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.45%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.45%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.42%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.66%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.69%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.72%	86.92%
CHEMBL3194	P02766	Transthyretin	81.02%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.72%	96.21%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	80.64%	80.78%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.20%	95.78%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 162938142
• LOTUS: LTS0059996
• wikiData: Q105141275