2-[3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

Details

• Internal ID: b0ed2231-5c2e-4504-b4c8-436a03c204a2
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 2-[3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C=C(C=C2O)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)OC5C(C(C(C(O5)C)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C=C(C=C2O)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c1-7-16(32)19(35)21(37)26(39-7)42-24-12(30)3-9(4-13(24)31)23-25(43-27-22(38)20(36)17(33)8(2)40-27)18(34)15-11(29)5-10(28)6-14(15)41-23/h3-8,16-17,19-22,26-33,35-38H,1-2H3/t7-,8-,16-,17-,19+,20+,21+,22+,26-,27-/m0/s1
• InChI Key: FILUBISJJZTQMB-FPBUOGHKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₆
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.15338487 g/mol
• Topological Polar Surface Area (TPSA): 266.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.31
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8072	80.72%
Caco-2	-	0.8916	89.16%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.5594	55.94%
OATP1B1 inhibitior	+	0.9031	90.31%
OATP1B3 inhibitior	+	0.8556	85.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5780	57.80%
P-glycoprotein inhibitior	-	0.4765	47.65%
P-glycoprotein substrate	-	0.6538	65.38%
CYP3A4 substrate	+	0.5921	59.21%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.6813	68.13%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.8648	86.48%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.6999	69.99%
CYP2C8 inhibition	+	0.7673	76.73%
CYP inhibitory promiscuity	-	0.5626	56.26%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6369	63.69%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6635	66.35%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6994	69.94%
Acute Oral Toxicity (c)	III	0.4830	48.30%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.5886	58.86%
Thyroid receptor binding	+	0.5400	54.00%
Glucocorticoid receptor binding	+	0.6516	65.16%
Aromatase binding	-	0.5170	51.70%
PPAR gamma	+	0.6978	69.78%
Honey bee toxicity	-	0.8321	83.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	+	0.9566	95.66%

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	99.22%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.57%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.98%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.71%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	93.15%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.69%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	91.59%	95.64%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.30%	97.36%
CHEMBL3194	P02766	Transthyretin	88.13%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.42%	99.17%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.15%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.69%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.59%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.58%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.84%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.15%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.94%	99.15%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.47%	94.42%

Plants that contains it

• Myrsine seguinii

Cross-Links

• PubChem: 101036022
• LOTUS: LTS0069282
• wikiData: Q104995769