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

Details

• Internal ID: 916d9fba-cddf-4eeb-9afa-043a4e6279cc
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methoxy-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)OC)C5=CC(=C(C=C5)O)OC)O)O)O)O)O)O)O
• InChI: InChI=1S/C29H34O16/c1-10-19(32)22(35)24(37)28(42-10)41-9-17-20(33)23(36)25(38)29(45-17)43-12-7-14(31)18-16(8-12)44-26(27(40-3)21(18)34)11-4-5-13(30)15(6-11)39-2/h4-8,10,17,19-20,22-25,28-33,35-38H,9H2,1-3H3
• InChI Key: XRBZVEJYLXCQTD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₆
• Molecular Weight: 638.60 g/mol
• Exact Mass: 638.18468499 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4796	47.96%
Caco-2	-	0.8921	89.21%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7796	77.96%
P-glycoprotein inhibitior	-	0.6866	68.66%
P-glycoprotein substrate	+	0.5971	59.71%
CYP3A4 substrate	+	0.6212	62.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9301	93.01%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9113	91.13%
CYP2C8 inhibition	+	0.8357	83.57%
CYP inhibitory promiscuity	-	0.6965	69.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6392	63.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.7020	70.20%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9454	94.54%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.9311	93.11%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.7939	79.39%
Androgen receptor binding	-	0.5158	51.58%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	+	0.6360	63.60%
Aromatase binding	+	0.5726	57.26%
PPAR gamma	+	0.7038	70.38%
Honey bee toxicity	-	0.7677	76.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.8533	85.33%

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	99.32%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.55%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.69%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.68%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.40%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.81%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	91.05%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.75%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.72%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.81%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.43%	96.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.49%	95.78%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.95%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.25%	97.09%
CHEMBL1907	P15144	Aminopeptidase N	82.86%	93.31%
CHEMBL4208	P20618	Proteasome component C5	82.85%	90.00%
CHEMBL3194	P02766	Transthyretin	82.67%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.98%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.05%	95.89%

Plants that contains it

• Bidens pilosa

Cross-Links

• PubChem: 74978429
• LOTUS: LTS0162966
• wikiData: Q105340349