[4,5-Diacetyloxy-6-[3-acetyloxy-2-[2-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-4-hydroxyphenoxy]-5-hydroxy-6-methyloxan-4-yl]oxy-3-hydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: de4769b5-a73a-4595-82c4-1bbf56e4a2c3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: [4,5-diacetyloxy-6-[3-acetyloxy-2-[2-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-4-hydroxyphenoxy]-5-hydroxy-6-methyloxan-4-yl]oxy-3-hydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)O)C3CC(=O)C4=C(C=C(C=C4O3)O)O)OC(=O)C)OC5C(C(C(C(O5)COC(=O)C)O)OC(=O)C)OC(=O)C)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=C(C=C(C=C2)O)C3CC(=O)C4=C(C=C(C=C4O3)O)O)OC(=O)C)OC5C(C(C(C(O5)COC(=O)C)O)OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C35H40O19/c1-13-28(44)30(54-35-33(50-17(5)39)31(48-15(3)37)29(45)26(53-35)12-46-14(2)36)32(49-16(4)38)34(47-13)52-23-7-6-18(40)8-20(23)24-11-22(43)27-21(42)9-19(41)10-25(27)51-24/h6-10,13,24,26,28-35,40-42,44-45H,11-12H2,1-5H3
• InChI Key: YNGNCNPVDQBKOU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₁₉
• Molecular Weight: 764.70 g/mol
• Exact Mass: 764.21637904 g/mol
• Topological Polar Surface Area (TPSA): 270.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.82
• H-Bond Acceptor: 19
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7421	74.21%
Caco-2	-	0.8684	86.84%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6720	67.20%
OATP2B1 inhibitior	-	0.5703	57.03%
OATP1B1 inhibitior	+	0.8683	86.83%
OATP1B3 inhibitior	-	0.2685	26.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8403	84.03%
P-glycoprotein inhibitior	+	0.7251	72.51%
P-glycoprotein substrate	+	0.5603	56.03%
CYP3A4 substrate	+	0.6875	68.75%
CYP2C9 substrate	-	0.8232	82.32%
CYP2D6 substrate	-	0.8624	86.24%
CYP3A4 inhibition	-	0.9390	93.90%
CYP2C9 inhibition	-	0.8731	87.31%
CYP2C19 inhibition	-	0.9390	93.90%
CYP2D6 inhibition	-	0.9494	94.94%
CYP1A2 inhibition	-	0.9007	90.07%
CYP2C8 inhibition	+	0.6688	66.88%
CYP inhibitory promiscuity	-	0.7144	71.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7262	72.62%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.8405	84.05%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5194	51.94%
Micronuclear	+	0.5592	55.92%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9406	94.06%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7629	76.29%
Acute Oral Toxicity (c)	III	0.5906	59.06%
Estrogen receptor binding	+	0.8353	83.53%
Androgen receptor binding	+	0.5540	55.40%
Thyroid receptor binding	+	0.5675	56.75%
Glucocorticoid receptor binding	+	0.7580	75.80%
Aromatase binding	+	0.5705	57.05%
PPAR gamma	+	0.7536	75.36%
Honey bee toxicity	-	0.6876	68.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5850	58.50%
Fish aquatic toxicity	+	0.9643	96.43%

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	99.09%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.62%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.36%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	90.67%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.55%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.87%	94.80%
CHEMBL4208	P20618	Proteasome component C5	89.23%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.33%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.13%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.62%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.73%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.36%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.21%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	83.50%	83.82%
CHEMBL5255	O00206	Toll-like receptor 4	82.14%	92.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.43%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.23%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.18%	85.00%

Plants that contains it

• Thelypteris acuminata

Cross-Links

• PubChem: 73172795
• LOTUS: LTS0000851
• wikiData: Q105350924