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

Details

• Internal ID: 773f7cc3-bb8b-4b4d-aea4-a5b6d730c277
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [3,5-dihydroxy-2-[5-hydroxy-7-methoxy-4-oxo-2-(3,4,5-trihydroxyphenyl)chromen-3-yl]oxy-6-methyloxan-4-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)O)OC(=O)C5=CC(=C(C(=C5)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)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• InChI: InChI=1S/C29H26O16/c1-9-20(35)26(44-28(40)11-5-16(33)22(37)17(34)6-11)24(39)29(42-9)45-27-23(38)19-13(30)7-12(41-2)8-18(19)43-25(27)10-3-14(31)21(36)15(32)4-10/h3-9,20,24,26,29-37,39H,1-2H3
• InChI Key: PSLHITKXAIEMKE-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	-	0.8757	87.57%
Blood Brain Barrier	-	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6622	66.22%
OATP2B1 inhibitior	+	0.5735	57.35%
OATP1B1 inhibitior	+	0.7679	76.79%
OATP1B3 inhibitior	+	0.9589	95.89%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6258	62.58%
P-glycoprotein inhibitior	+	0.7082	70.82%
P-glycoprotein substrate	+	0.5217	52.17%
CYP3A4 substrate	+	0.6546	65.46%
CYP2C9 substrate	-	0.6604	66.04%
CYP2D6 substrate	-	0.8645	86.45%
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	+	0.7911	79.11%
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	-	0.8849	88.49%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	+	0.5563	55.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7562	75.62%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	-	0.5697	56.97%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9180	91.80%
Acute Oral Toxicity (c)	III	0.5086	50.86%
Estrogen receptor binding	+	0.7907	79.07%
Androgen receptor binding	+	0.7321	73.21%
Thyroid receptor binding	+	0.5524	55.24%
Glucocorticoid receptor binding	+	0.7106	71.06%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6656	66.56%
Honey bee toxicity	-	0.8219	82.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
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	99.56%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.62%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.37%	89.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	96.75%	95.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.06%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.01%	85.14%
CHEMBL2581	P07339	Cathepsin D	94.72%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.77%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.58%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	93.20%	94.42%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.65%	81.11%
CHEMBL3194	P02766	Transthyretin	90.54%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.84%	83.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.27%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.85%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.93%	97.36%
CHEMBL4208	P20618	Proteasome component C5	87.90%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.47%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.19%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.74%	94.73%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.50%	87.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.30%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.83%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.76%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.82%	95.89%

Plants that contains it

• Acacia confusa
• Rhinacanthus nasutus

Cross-Links

• PubChem: 85202463
• LOTUS: LTS0158424
• wikiData: Q104997168