[2-[2-(5,7-Dihydroxy-6-methoxy-4-oxo-2,3-dihydrochromen-2-yl)-4-hydroxyphenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

Details

• Internal ID: 2e981ee3-3f17-4d8c-9069-44f8fc550c69
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 6-O-methylated flavonoids
• IUPAC Name: [2-[2-(5,7-dihydroxy-6-methoxy-4-oxo-2,3-dihydrochromen-2-yl)-4-hydroxyphenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(C(OC2OC3=C(C=C(C=C3)O)C4CC(=O)C5=C(O4)C=C(C(=C5O)OC)O)CO)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(C(OC2OC3=C(C=C(C=C3)O)C4CC(=O)C5=C(O4)C=C(C(=C5O)OC)O)CO)O)O
• InChI: InChI=1S/C33H34O16/c1-43-22-8-14(9-23(44-2)27(22)39)4-7-25(38)49-32-30(42)28(40)24(13-34)48-33(32)47-19-6-5-15(35)10-16(19)20-11-17(36)26-21(46-20)12-18(37)31(45-3)29(26)41/h4-10,12,20,24,28,30,32-35,37,39-42H,11,13H2,1-3H3
• InChI Key: JYHNBVRMMQCARM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₄O₁₆
• Molecular Weight: 686.60 g/mol
• Exact Mass: 686.18468499 g/mol
• Topological Polar Surface Area (TPSA): 240.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4722	47.22%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.5111	51.11%
OATP2B1 inhibitior	+	0.7064	70.64%
OATP1B1 inhibitior	+	0.8319	83.19%
OATP1B3 inhibitior	+	0.9646	96.46%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8360	83.60%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.5266	52.66%
CYP3A4 substrate	+	0.6795	67.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8646	86.46%
CYP3A4 inhibition	-	0.8880	88.80%
CYP2C9 inhibition	-	0.9076	90.76%
CYP2C19 inhibition	-	0.9386	93.86%
CYP2D6 inhibition	-	0.9434	94.34%
CYP1A2 inhibition	-	0.9340	93.40%
CYP2C8 inhibition	+	0.7638	76.38%
CYP inhibitory promiscuity	-	0.7845	78.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6643	66.43%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9111	91.11%
Skin irritation	-	0.8377	83.77%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8106	81.06%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9136	91.36%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9484	94.84%
Acute Oral Toxicity (c)	III	0.5771	57.71%
Estrogen receptor binding	+	0.7757	77.57%
Androgen receptor binding	+	0.6044	60.44%
Thyroid receptor binding	+	0.5887	58.87%
Glucocorticoid receptor binding	+	0.7118	71.18%
Aromatase binding	+	0.5212	52.12%
PPAR gamma	+	0.6733	67.33%
Honey bee toxicity	-	0.7131	71.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9167	91.67%

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	99.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.83%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.31%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.20%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.82%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.59%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.21%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.21%	97.09%
CHEMBL3194	P02766	Transthyretin	90.03%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.83%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.33%	90.00%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	85.49%	92.68%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.89%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	84.00%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.02%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.02%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.83%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.48%	92.50%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.13%	94.80%

Plants that contains it

• Scutellaria scandens

Cross-Links

• PubChem: 162858873
• LOTUS: LTS0197900
• wikiData: Q105137022