5-Hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5,6-tetrahydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

• Internal ID: 63fbdd3b-5328-40a9-abd4-0f7ae4858d64
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5,6-tetrahydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(C(C(O5)O)O)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)COC5C(C(C(C(O5)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O15/c1-37-11-4-2-10(3-5-11)15-8-14(29)18-13(28)6-12(7-16(18)40-15)39-27-24(35)20(31)19(30)17(41-27)9-38-26-23(34)21(32)22(33)25(36)42-26/h2-8,17,19-28,30-36H,9H2,1H3
• InChI Key: NMGRDAPKXGVAPF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4869	48.69%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7152	71.52%
OATP2B1 inhibitior	-	0.5634	56.34%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9643	96.43%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8284	82.84%
P-glycoprotein inhibitior	-	0.7351	73.51%
P-glycoprotein substrate	-	0.5646	56.46%
CYP3A4 substrate	+	0.6034	60.34%
CYP2C9 substrate	-	0.6866	68.66%
CYP2D6 substrate	-	0.8484	84.84%
CYP3A4 inhibition	-	0.9046	90.46%
CYP2C9 inhibition	-	0.9089	90.89%
CYP2C19 inhibition	-	0.9087	90.87%
CYP2D6 inhibition	-	0.9299	92.99%
CYP1A2 inhibition	-	0.9165	91.65%
CYP2C8 inhibition	+	0.7015	70.15%
CYP inhibitory promiscuity	-	0.7113	71.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6053	60.53%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.8111	81.11%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7723	77.23%
Micronuclear	+	0.7092	70.92%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9444	94.44%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8884	88.84%
Acute Oral Toxicity (c)	III	0.7229	72.29%
Estrogen receptor binding	+	0.7631	76.31%
Androgen receptor binding	+	0.6633	66.33%
Thyroid receptor binding	+	0.5494	54.94%
Glucocorticoid receptor binding	+	0.5622	56.22%
Aromatase binding	-	0.4842	48.42%
PPAR gamma	+	0.7003	70.03%
Honey bee toxicity	-	0.7607	76.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7681	76.81%

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	99.55%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.35%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.47%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.91%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.69%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	93.93%	91.49%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	93.26%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.38%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.25%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.29%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.72%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	88.95%	93.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.91%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.27%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.61%	99.17%
CHEMBL4208	P20618	Proteasome component C5	83.07%	90.00%
CHEMBL3194	P02766	Transthyretin	83.03%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.62%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.39%	95.89%

Plants that contains it

• Oxytropis racemosa

Cross-Links

• PubChem: 163022979
• LOTUS: LTS0141550
• wikiData: Q105181771