[3,4-Dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[4-(5,7,8-trihydroxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl acetate

Details

• Internal ID: 99a110c2-25ea-4bc7-86a8-69287083fcbb
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: [3,4-dihydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[4-(5,7,8-trihydroxy-4-oxochromen-2-yl)phenoxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC=C(C=C2)C3=CC(=O)C4=C(O3)C(=C(C=C4O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OCC1C(C(C(C(O1)OC2=CC=C(C=C2)C3=CC(=O)C4=C(O3)C(=C(C=C4O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• InChI: InChI=1S/C29H32O17/c1-10(31)41-9-18-22(37)24(39)27(46-28-25(40)23(38)21(36)17(8-30)44-28)29(45-18)42-12-4-2-11(3-5-12)16-7-14(33)19-13(32)6-15(34)20(35)26(19)43-16/h2-7,17-18,21-25,27-30,32,34-40H,8-9H2,1H3
• InChI Key: OVAXHAWBPTXNKW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₇
• Molecular Weight: 652.60 g/mol
• Exact Mass: 652.16394955 g/mol
• Topological Polar Surface Area (TPSA): 272.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.85
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5167	51.67%
Caco-2	-	0.9031	90.31%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	0.7134	71.34%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4733	47.33%
P-glycoprotein inhibitior	-	0.4910	49.10%
P-glycoprotein substrate	-	0.6424	64.24%
CYP3A4 substrate	+	0.6649	66.49%
CYP2C9 substrate	+	0.5402	54.02%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9645	96.45%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.9041	90.41%
CYP2C8 inhibition	+	0.6523	65.23%
CYP inhibitory promiscuity	-	0.8547	85.47%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7956	79.56%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.8091	80.91%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9176	91.76%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.8434	84.34%
Androgen receptor binding	+	0.6694	66.94%
Thyroid receptor binding	-	0.4941	49.41%
Glucocorticoid receptor binding	+	0.5450	54.50%
Aromatase binding	+	0.5912	59.12%
PPAR gamma	+	0.7496	74.96%
Honey bee toxicity	-	0.7263	72.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9188	91.88%

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	99.76%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.70%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.82%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.34%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.71%	83.57%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.91%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	91.73%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.61%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.93%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.71%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.61%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.48%	95.89%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.58%	89.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.17%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.73%	96.09%
CHEMBL3194	P02766	Transthyretin	81.92%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.65%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.29%	94.33%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.23%	97.28%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.52%	96.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.26%	80.33%

Plants that contains it

• Stachys atherocalyx

Cross-Links

• PubChem: 162871618
• LOTUS: LTS0236529
• wikiData: Q105200573