(2R)-5,6,7,8-tetramethoxy-2-phenyl-2,3-dihydrochromen-4-one

Details

• Internal ID: 3853327c-a849-4b23-b2e4-bd251710db6b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: (2R)-5,6,7,8-tetramethoxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): COC1=C(C(=C(C2=C1C(=O)CC(O2)C3=CC=CC=C3)OC)OC)OC
• SMILES (Isomeric): COC1=C(C(=C(C2=C1C(=O)C[C@@H](O2)C3=CC=CC=C3)OC)OC)OC
• InChI: InChI=1S/C19H20O6/c1-21-15-14-12(20)10-13(11-8-6-5-7-9-11)25-16(14)18(23-3)19(24-4)17(15)22-2/h5-9,13H,10H2,1-4H3/t13-/m1/s1
• InChI Key: MYURJYCFOUHXBP-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.12598835 g/mol
• Topological Polar Surface Area (TPSA): 63.20 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.43
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	+	0.8926	89.26%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7174	71.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9444	94.44%
OATP1B3 inhibitior	+	0.9882	98.82%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5777	57.77%
P-glycoprotein inhibitior	+	0.7127	71.27%
P-glycoprotein substrate	-	0.9597	95.97%
CYP3A4 substrate	-	0.5304	53.04%
CYP2C9 substrate	-	0.8256	82.56%
CYP2D6 substrate	+	0.3744	37.44%
CYP3A4 inhibition	+	0.5817	58.17%
CYP2C9 inhibition	-	0.8168	81.68%
CYP2C19 inhibition	+	0.7186	71.86%
CYP2D6 inhibition	-	0.9324	93.24%
CYP1A2 inhibition	+	0.9255	92.55%
CYP2C8 inhibition	-	0.7177	71.77%
CYP inhibitory promiscuity	+	0.7312	73.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5681	56.81%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.6798	67.98%
Skin irritation	-	0.7895	78.95%
Skin corrosion	-	0.9824	98.24%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3723	37.23%
Micronuclear	+	0.7418	74.18%
Hepatotoxicity	+	0.5907	59.07%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5151	51.51%
Acute Oral Toxicity (c)	II	0.5134	51.34%
Estrogen receptor binding	+	0.7080	70.80%
Androgen receptor binding	-	0.4931	49.31%
Thyroid receptor binding	+	0.7256	72.56%
Glucocorticoid receptor binding	+	0.7478	74.78%
Aromatase binding	-	0.7708	77.08%
PPAR gamma	+	0.5840	58.40%
Honey bee toxicity	-	0.8790	87.90%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8462	84.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.79%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.24%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.72%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.52%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.23%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.62%	97.09%
CHEMBL2535	P11166	Glucose transporter	80.22%	98.75%

Plants that contains it

• Monanthotaxis cauliflora

Cross-Links

• PubChem: 162996799
• LOTUS: LTS0176759
• wikiData: Q105175194