7-[3,4-Dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 2bedd747-d7e4-46a9-8a0e-5ca3d9d81488
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 4-O-methylated flavonoids
• IUPAC Name: 7-[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(CO4)(CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)OC4C(C(CO4)(CO)O)O)O)O
• InChI: InChI=1S/C21H20O10/c1-28-15-3-2-10(4-12(15)23)16-7-14(25)18-13(24)5-11(6-17(18)31-16)30-20-19(26)21(27,8-22)9-29-20/h2-7,19-20,22-24,26-27H,8-9H2,1H3
• InChI Key: PXOCSOFBWHOQPV-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₁₀
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.10564683 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6754	67.54%
Caco-2	-	0.7429	74.29%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6254	62.54%
OATP2B1 inhibitior	+	0.5785	57.85%
OATP1B1 inhibitior	+	0.9497	94.97%
OATP1B3 inhibitior	+	0.9655	96.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8922	89.22%
P-glycoprotein inhibitior	-	0.4499	44.99%
P-glycoprotein substrate	+	0.5649	56.49%
CYP3A4 substrate	+	0.6393	63.93%
CYP2C9 substrate	-	0.8407	84.07%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.8418	84.18%
CYP2C9 inhibition	-	0.8860	88.60%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9113	91.13%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.7855	78.55%
CYP inhibitory promiscuity	-	0.7811	78.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8677	86.77%
Skin irritation	-	0.8131	81.31%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.6550	65.50%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8821	88.21%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7128	71.28%
Acute Oral Toxicity (c)	III	0.6985	69.85%
Estrogen receptor binding	+	0.8806	88.06%
Androgen receptor binding	+	0.7507	75.07%
Thyroid receptor binding	+	0.6086	60.86%
Glucocorticoid receptor binding	+	0.7580	75.80%
Aromatase binding	+	0.7125	71.25%
PPAR gamma	+	0.8326	83.26%
Honey bee toxicity	-	0.7289	72.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.6644	66.44%

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	99.02%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.94%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.83%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.77%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.59%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.08%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.69%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.17%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.00%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.86%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.56%	86.92%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.89%	90.71%
CHEMBL3922	P50579	Methionine aminopeptidase 2	87.61%	97.28%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.35%	96.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.48%	95.53%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.15%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.85%	99.23%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	84.28%	96.69%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.33%	93.99%
CHEMBL1951	P21397	Monoamine oxidase A	82.80%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.29%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	82.18%	94.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.47%	95.78%

Plants that contains it

• Phoenix dactylifera

Cross-Links

• PubChem: 163009501
• LOTUS: LTS0140261
• wikiData: Q105216288