3-[3,4-Dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one

Details

• Internal ID: 6eddc683-7283-4a22-8255-dd5fa6999698
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[3,4-dihydroxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)CO)O)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)CO)O)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C33H40O19/c1-10-19(37)22(40)25(43)31(46-10)48-14-7-15(36)18-16(8-14)49-29(12-3-5-13(35)6-4-12)30(21(18)39)52-32-27(45)24(42)28(11(2)47-32)51-33-26(44)23(41)20(38)17(9-34)50-33/h3-8,10-11,17,19-20,22-28,31-38,40-45H,9H2,1-2H3
• InChI Key: MULLCNRKULYEGF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₁₉
• Molecular Weight: 740.70 g/mol
• Exact Mass: 740.21637904 g/mol
• Topological Polar Surface Area (TPSA): 304.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.89
• H-Bond Acceptor: 19
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.9044	90.44%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6981	69.81%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8428	84.28%
P-glycoprotein inhibitior	-	0.4472	44.72%
P-glycoprotein substrate	-	0.5179	51.79%
CYP3A4 substrate	+	0.6514	65.14%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9100	91.00%
CYP2C9 inhibition	-	0.9357	93.57%
CYP2C19 inhibition	-	0.9406	94.06%
CYP2D6 inhibition	-	0.9617	96.17%
CYP1A2 inhibition	-	0.8781	87.81%
CYP2C8 inhibition	+	0.7441	74.41%
CYP inhibitory promiscuity	-	0.7096	70.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7308	73.08%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9080	90.80%
Skin irritation	-	0.8344	83.44%
Skin corrosion	-	0.9632	96.32%
Ames mutagenesis	+	0.5063	50.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.7307	73.07%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9362	93.62%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8637	86.37%
Acute Oral Toxicity (c)	III	0.6105	61.05%
Estrogen receptor binding	+	0.7744	77.44%
Androgen receptor binding	+	0.6354	63.54%
Thyroid receptor binding	+	0.5283	52.83%
Glucocorticoid receptor binding	-	0.4658	46.58%
Aromatase binding	+	0.5383	53.83%
PPAR gamma	+	0.7187	71.87%
Honey bee toxicity	-	0.7116	71.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.8583	85.83%

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	99.34%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.45%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.59%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.10%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.23%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.01%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.84%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.18%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.29%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.28%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.80%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.34%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.75%	95.78%
CHEMBL242	Q92731	Estrogen receptor beta	85.25%	98.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.69%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.83%	97.36%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.52%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.85%	96.21%
CHEMBL4208	P20618	Proteasome component C5	80.35%	90.00%

Plants that contains it

• Cinnamomum osmophloeum
• Sinocrassula indica

Cross-Links

• PubChem: 74325934
• LOTUS: LTS0011035
• wikiData: Q105172521