[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl] 2-[(2R,3S,4R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoate

Details

• Internal ID: c6c2644a-071a-4d10-86cd-37e9b964b4f1
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: [2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl] 2-[(2R,3S,4R,5R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanoate
• SMILES (Canonical): CC(C(=O)OC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): CC(C(=O)OC1=CC(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)O[C@@H]4[C@H]([C@@H]([C@H](C(O4)CO)O)O)O
• InChI: InChI=1S/C24H24O13/c1-9(34-24-22(32)21(31)20(30)18(8-25)37-24)23(33)35-11-5-14(28)19-15(29)7-16(36-17(19)6-11)10-2-3-12(26)13(27)4-10/h2-7,9,18,20-22,24-28,30-32H,8H2,1H3/t9?,18?,20-,21+,22-,24-/m0/s1
• InChI Key: UAMQTTPOILAAME-RWXZNNAISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₃
• Molecular Weight: 520.40 g/mol
• Exact Mass: 520.12169082 g/mol
• Topological Polar Surface Area (TPSA): 213.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.31
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5924	59.24%
Caco-2	-	0.8819	88.19%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6519	65.19%
OATP2B1 inhibitior	-	0.5578	55.78%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9750	97.50%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5793	57.93%
P-glycoprotein inhibitior	-	0.6286	62.86%
P-glycoprotein substrate	-	0.6453	64.53%
CYP3A4 substrate	+	0.6166	61.66%
CYP2C9 substrate	-	0.6444	64.44%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.9098	90.98%
CYP2C19 inhibition	-	0.9357	93.57%
CYP2D6 inhibition	-	0.9730	97.30%
CYP1A2 inhibition	-	0.9142	91.42%
CYP2C8 inhibition	+	0.6665	66.65%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7102	71.02%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9569	95.69%
Ames mutagenesis	+	0.5236	52.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.4324	43.24%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7696	76.96%
skin sensitisation	-	0.9355	93.55%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7997	79.97%
Acute Oral Toxicity (c)	III	0.5297	52.97%
Estrogen receptor binding	+	0.8159	81.59%
Androgen receptor binding	+	0.7733	77.33%
Thyroid receptor binding	+	0.6033	60.33%
Glucocorticoid receptor binding	+	0.6529	65.29%
Aromatase binding	+	0.5711	57.11%
PPAR gamma	+	0.7069	70.69%
Honey bee toxicity	-	0.6433	64.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7350	73.50%
Fish aquatic toxicity	+	0.8751	87.51%

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	99.43%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.47%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.45%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.31%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	95.15%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.12%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.63%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.62%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.45%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.95%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.02%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.95%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.65%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	87.42%	91.49%
CHEMBL3194	P02766	Transthyretin	86.66%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.83%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.28%	97.36%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.91%	95.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.83%	95.78%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.11%	94.00%

Plants that contains it

• Marrubium vulgare

Cross-Links

• PubChem: 163195394
• LOTUS: LTS0065446
• wikiData: Q105268917