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

Details

• Internal ID: c60b474e-a736-46d7-8fe7-1b96a10cbeb2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavanones
• IUPAC Name: [5-acetyloxy-6-[3-acetyloxy-2-[2-(5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl)-4-hydroxyphenoxy]-5-hydroxy-6-methyloxan-4-yl]oxy-3,4-dihydroxyoxan-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)O)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)O)OC(=O)C)O
• InChI: InChI=1S/C33H38O18/c1-12-26(41)29(51-32-30(46-14(3)35)28(43)27(42)24(50-32)11-44-13(2)34)31(47-15(4)36)33(45-12)49-21-6-5-16(37)7-18(21)22-10-20(40)25-19(39)8-17(38)9-23(25)48-22/h5-9,12,22,24,26-33,37-39,41-43H,10-11H2,1-4H3
• InChI Key: ICNDFIPHAKXPNB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₃₈O₁₈
• Molecular Weight: 722.60 g/mol
• Exact Mass: 722.20581436 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5761	57.61%
Caco-2	-	0.8783	87.83%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6722	67.22%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.8610	86.10%
OATP1B3 inhibitior	+	0.8801	88.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8473	84.73%
P-glycoprotein inhibitior	+	0.6593	65.93%
P-glycoprotein substrate	+	0.5483	54.83%
CYP3A4 substrate	+	0.6850	68.50%
CYP2C9 substrate	-	0.8251	82.51%
CYP2D6 substrate	-	0.8645	86.45%
CYP3A4 inhibition	-	0.9582	95.82%
CYP2C9 inhibition	-	0.9496	94.96%
CYP2C19 inhibition	-	0.9592	95.92%
CYP2D6 inhibition	-	0.9597	95.97%
CYP1A2 inhibition	-	0.8961	89.61%
CYP2C8 inhibition	+	0.6627	66.27%
CYP inhibitory promiscuity	-	0.8551	85.51%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7295	72.95%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.9140	91.40%
Skin irritation	-	0.8380	83.80%
Skin corrosion	-	0.9566	95.66%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4910	49.10%
Micronuclear	+	0.5792	57.92%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.9398	93.98%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8381	83.81%
Acute Oral Toxicity (c)	III	0.6273	62.73%
Estrogen receptor binding	+	0.8400	84.00%
Androgen receptor binding	+	0.5263	52.63%
Thyroid receptor binding	+	0.5478	54.78%
Glucocorticoid receptor binding	+	0.7166	71.66%
Aromatase binding	+	0.5363	53.63%
PPAR gamma	+	0.7316	73.16%
Honey bee toxicity	-	0.6942	69.42%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6050	60.50%
Fish aquatic toxicity	+	0.9691	96.91%

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	98.97%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.25%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.52%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	94.35%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.94%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.58%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	91.07%	95.93%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.28%	94.80%
CHEMBL4208	P20618	Proteasome component C5	90.11%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.37%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.73%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.62%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	85.43%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.03%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.21%	99.23%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.03%	95.78%
CHEMBL340	P08684	Cytochrome P450 3A4	83.05%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	82.50%	92.50%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.42%	85.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.36%	99.15%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.16%	100.00%

Plants that contains it

• Thelypteris acuminata

Cross-Links

• PubChem: 73172794
• LOTUS: LTS0216420
• wikiData: Q105111085