[2-[[6-[2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: f0ff4778-e95a-4550-a4b3-a44f726e0ae1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-[[6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxochromen-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC(=C(C=C5)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)O)O)O)O)O
• InChI: InChI=1S/C34H34O20/c1-10-22(41)27(46)31(53-32(48)12-5-17(39)23(42)18(40)6-12)34(50-10)49-9-20-24(43)26(45)28(47)33(52-20)54-30-25(44)21-16(38)7-13(35)8-19(21)51-29(30)11-2-3-14(36)15(37)4-11/h2-8,10,20,22,24,26-28,31,33-43,45-47H,9H2,1H3
• InChI Key: PNXFUWJIBFETOA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₄O₂₀
• Molecular Weight: 762.60 g/mol
• Exact Mass: 762.16434347 g/mol
• Topological Polar Surface Area (TPSA): 332.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 20
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5663	56.63%
Caco-2	-	0.8906	89.06%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	0.5721	57.21%
OATP1B1 inhibitior	+	0.7824	78.24%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6017	60.17%
P-glycoprotein inhibitior	+	0.6205	62.05%
P-glycoprotein substrate	+	0.6307	63.07%
CYP3A4 substrate	+	0.6894	68.94%
CYP2C9 substrate	-	0.6564	65.64%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.9407	94.07%
CYP2C9 inhibition	-	0.8784	87.84%
CYP2C19 inhibition	-	0.9121	91.21%
CYP2D6 inhibition	-	0.9678	96.78%
CYP1A2 inhibition	-	0.9080	90.80%
CYP2C8 inhibition	+	0.9086	90.86%
CYP inhibitory promiscuity	-	0.8276	82.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6837	68.37%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.8321	83.21%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4292	42.92%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.9374	93.74%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9798	97.98%
Acute Oral Toxicity (c)	III	0.5702	57.02%
Estrogen receptor binding	+	0.7506	75.06%
Androgen receptor binding	+	0.6558	65.58%
Thyroid receptor binding	-	0.4906	49.06%
Glucocorticoid receptor binding	+	0.6024	60.24%
Aromatase binding	+	0.6200	62.00%
PPAR gamma	+	0.6855	68.55%
Honey bee toxicity	-	0.7656	76.56%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9279	92.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.77%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.72%	91.11%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	98.88%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.28%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.44%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.35%	86.33%
CHEMBL3194	P02766	Transthyretin	94.48%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.70%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.59%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	92.80%	94.73%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	92.27%	80.78%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.89%	83.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	90.88%	94.42%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.87%	96.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.63%	81.11%
CHEMBL4208	P20618	Proteasome component C5	87.95%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.79%	99.15%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.69%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.37%	99.23%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.57%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.44%	97.09%

Plants that contains it

• Euphorbia ebracteolata

Cross-Links

• PubChem: 162941515
• LOTUS: LTS0003974
• wikiData: Q105212258