[2-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: d93649f1-ef8b-48b0-84df-ef676262dfe6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: [2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)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)O)C4=CC=C(C=C4)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O
• InChI: InChI=1S/C28H24O14/c1-10-20(34)23(37)26(41-27(38)12-6-16(32)21(35)17(33)7-12)28(39-10)42-25-22(36)19-15(31)8-14(30)9-18(19)40-24(25)11-2-4-13(29)5-3-11/h2-10,20,23,26,28-35,37H,1H3
• InChI Key: FVKKBNYMTGCECN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₁₄
• Molecular Weight: 584.50 g/mol
• Exact Mass: 584.11660544 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8815	88.15%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7171	71.71%
OATP2B1 inhibitior	-	0.5494	54.94%
OATP1B1 inhibitior	+	0.7014	70.14%
OATP1B3 inhibitior	+	0.9745	97.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7794	77.94%
P-glycoprotein inhibitior	+	0.7240	72.40%
P-glycoprotein substrate	+	0.5890	58.90%
CYP3A4 substrate	+	0.6735	67.35%
CYP2C9 substrate	-	0.6564	65.64%
CYP2D6 substrate	-	0.8709	87.09%
CYP3A4 inhibition	-	0.8307	83.07%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.9680	96.80%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.9108	91.08%
CYP inhibitory promiscuity	-	0.7743	77.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6314	63.14%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.8730	87.30%
Skin irritation	-	0.6672	66.72%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7452	74.52%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9127	91.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.9486	94.86%
Acute Oral Toxicity (c)	III	0.5185	51.85%
Estrogen receptor binding	+	0.7881	78.81%
Androgen receptor binding	+	0.7955	79.55%
Thyroid receptor binding	+	0.5691	56.91%
Glucocorticoid receptor binding	+	0.7153	71.53%
Aromatase binding	-	0.5306	53.06%
PPAR gamma	+	0.7536	75.36%
Honey bee toxicity	-	0.8184	81.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.9611	96.11%

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	99.59%	91.49%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	99.56%	95.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.23%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.40%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL3194	P02766	Transthyretin	96.45%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.95%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.65%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.18%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.97%	95.78%
CHEMBL3401	O75469	Pregnane X receptor	89.99%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	89.86%	94.42%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.37%	83.00%
CHEMBL4208	P20618	Proteasome component C5	87.13%	90.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	87.06%	97.53%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.00%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.03%	99.23%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.13%	81.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.23%	96.09%
CHEMBL4530	P00488	Coagulation factor XIII	82.32%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.19%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.94%	99.15%

Plants that contains it

• Bauhinia multinervia
• Eugenia hyemalis

Cross-Links

• PubChem: 75053121
• LOTUS: LTS0251432
• wikiData: Q105002519