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

Details

• Internal ID: 870f4093-9e76-4b40-ab3e-31b4092f8643
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R)-4-hydroxy-4-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]oxychromen-4-one
• SMILES (Canonical): C1C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)(CO)O
• SMILES (Isomeric): C1C([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)(CO)O
• InChI: InChI=1S/C26H28O15/c27-7-18-20(33)21(34)22(35)24(40-18)41-23-25(37-9-26(23,36)8-28)38-11-4-14(31)19-15(32)6-16(39-17(19)5-11)10-1-2-12(29)13(30)3-10/h1-6,18,20-25,27-31,33-36H,7-9H2/t18-,20-,21+,22-,23+,24+,25+,26?/m1/s1
• InChI Key: QQRQQTAVILSCDC-NNYZNZHVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₅
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.14282018 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.78
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6445	64.45%
Caco-2	-	0.9130	91.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6268	62.68%
OATP2B1 inhibitior	-	0.5615	56.15%
OATP1B1 inhibitior	+	0.9395	93.95%
OATP1B3 inhibitior	+	0.9377	93.77%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9107	91.07%
P-glycoprotein inhibitior	-	0.5781	57.81%
P-glycoprotein substrate	-	0.5753	57.53%
CYP3A4 substrate	+	0.6545	65.45%
CYP2C9 substrate	-	0.8263	82.63%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8434	84.34%
CYP2C9 inhibition	-	0.9185	91.85%
CYP2C19 inhibition	-	0.8482	84.82%
CYP2D6 inhibition	-	0.8986	89.86%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	+	0.7728	77.28%
CYP inhibitory promiscuity	-	0.8029	80.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5523	55.23%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.8084	80.84%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6724	67.24%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8757	87.57%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7768	77.68%
Acute Oral Toxicity (c)	III	0.5556	55.56%
Estrogen receptor binding	+	0.8122	81.22%
Androgen receptor binding	+	0.6604	66.04%
Thyroid receptor binding	+	0.5388	53.88%
Glucocorticoid receptor binding	+	0.5649	56.49%
Aromatase binding	+	0.7168	71.68%
PPAR gamma	+	0.8180	81.80%
Honey bee toxicity	-	0.6579	65.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5950	59.50%
Fish aquatic toxicity	+	0.7847	78.47%

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	99.90%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.93%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.40%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.18%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	95.49%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.25%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.63%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.40%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.94%	97.36%
CHEMBL220	P22303	Acetylcholinesterase	90.67%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.33%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.46%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.15%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.03%	86.92%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.60%	97.28%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.07%	95.78%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	84.98%	80.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.27%	90.71%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	83.36%	96.69%
CHEMBL226	P30542	Adenosine A1 receptor	82.95%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.26%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.21%	95.83%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.68%	97.53%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.80%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	80.31%	94.73%
CHEMBL3194	P02766	Transthyretin	80.17%	90.71%

Plants that contains it

• Apium graveolens
• Ruta graveolens

Cross-Links

• PubChem: 11968524
• NPASS: NPC252223