[4,5-Dihydroxy-2-[5-hydroxy-7-methoxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 2cec44d0-1307-4e66-b79b-0c891866ece1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [4,5-dihydroxy-2-[5-hydroxy-7-methoxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• InChI: InChI=1S/C29H26O16/c1-9-20(35)24(39)27(44-28(40)11-5-16(33)22(37)17(34)6-11)29(42-9)45-26-23(38)19-13(30)7-12(41-2)8-18(19)43-25(26)10-3-14(31)21(36)15(32)4-10/h3-9,20,24,27,29-37,39H,1-2H3
• InChI Key: SFIHNCQUDFDWQA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₆O₁₆
• Molecular Weight: 630.50 g/mol
• Exact Mass: 630.12208474 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.48
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7123	71.23%
Caco-2	-	0.8723	87.23%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	-	0.5646	56.46%
OATP1B1 inhibitior	+	0.7640	76.40%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7593	75.93%
P-glycoprotein inhibitior	+	0.7264	72.64%
P-glycoprotein substrate	+	0.5268	52.68%
CYP3A4 substrate	+	0.6528	65.28%
CYP2C9 substrate	-	0.6795	67.95%
CYP2D6 substrate	-	0.8647	86.47%
CYP3A4 inhibition	-	0.7521	75.21%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8909	89.09%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.8108	81.08%
CYP2C8 inhibition	+	0.7967	79.67%
CYP inhibitory promiscuity	-	0.7569	75.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8816	88.16%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.8025	80.25%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.6072	60.72%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9533	95.33%
Acute Oral Toxicity (c)	III	0.5086	50.86%
Estrogen receptor binding	+	0.7988	79.88%
Androgen receptor binding	+	0.7237	72.37%
Thyroid receptor binding	+	0.5609	56.09%
Glucocorticoid receptor binding	+	0.7216	72.16%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7007	70.07%
Honey bee toxicity	-	0.8207	82.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9387	93.87%

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	99.49%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.96%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	97.85%	95.64%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.37%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.35%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.52%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.51%	99.17%
CHEMBL3194	P02766	Transthyretin	92.49%	90.71%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	92.03%	94.42%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.95%	85.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	90.52%	81.11%
CHEMBL4208	P20618	Proteasome component C5	90.11%	90.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.67%	83.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.45%	97.36%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.86%	87.67%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.33%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	87.79%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.75%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.18%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.75%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.67%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.98%	92.94%
CHEMBL340	P08684	Cytochrome P450 3A4	81.63%	91.19%

Plants that contains it

• Acacia confusa

Cross-Links

• PubChem: 74978408
• LOTUS: LTS0240696
• wikiData: Q105251764