[4-[3,5-dihydroxy-4-oxo-7-[(2S,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanoyl]oxychromen-2-yl]phenyl] (2S,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanoate

Details

• Internal ID: 1eaac6a4-ac3c-4727-8e3e-dffda8848c66
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
• IUPAC Name: [4-[3,5-dihydroxy-4-oxo-7-[(2S,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanoyl]oxychromen-2-yl]phenyl] (2S,3S,4R,5R)-2,3,4,5-tetrahydroxyhexanoate
• SMILES (Canonical): CC(C(C(C(C(=O)OC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC(=O)C(C(C(C(C)O)O)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]([C@H]([C@@H]([C@@H](C(=O)OC1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)OC(=O)[C@H]([C@H]([C@@H]([C@@H](C)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c1-9(28)17(31)20(34)23(37)26(39)41-12-5-3-11(4-6-12)25-22(36)19(33)16-14(30)7-13(8-15(16)43-25)42-27(40)24(38)21(35)18(32)10(2)29/h3-10,17-18,20-21,23-24,28-32,34-38H,1-2H3/t9-,10-,17-,18-,20+,21+,23+,24+/m1/s1
• InChI Key: GQVHWSCAXZGPOV-MVZRGGIPSA-N
• Popularity: 1 reference 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): 281.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7642	76.42%
Caco-2	-	0.8862	88.62%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6928	69.28%
OATP2B1 inhibitior	+	0.5827	58.27%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.5811	58.11%
P-glycoprotein substrate	-	0.6471	64.71%
CYP3A4 substrate	+	0.6141	61.41%
CYP2C9 substrate	+	0.6023	60.23%
CYP2D6 substrate	-	0.8773	87.73%
CYP3A4 inhibition	-	0.8124	81.24%
CYP2C9 inhibition	-	0.8222	82.22%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.6243	62.43%
CYP2C8 inhibition	+	0.8083	80.83%
CYP inhibitory promiscuity	-	0.7239	72.39%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6789	67.89%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9027	90.27%
Skin irritation	-	0.7157	71.57%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7588	75.88%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	-	0.5950	59.50%
skin sensitisation	-	0.9239	92.39%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7762	77.62%
Acute Oral Toxicity (c)	III	0.4860	48.60%
Estrogen receptor binding	+	0.7400	74.00%
Androgen receptor binding	+	0.7897	78.97%
Thyroid receptor binding	+	0.5370	53.70%
Glucocorticoid receptor binding	+	0.5976	59.76%
Aromatase binding	-	0.5179	51.79%
PPAR gamma	+	0.6496	64.96%
Honey bee toxicity	-	0.7699	76.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6850	68.50%
Fish aquatic toxicity	+	0.9758	97.58%

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	98.78%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.51%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	95.43%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.23%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.10%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.88%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.46%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.26%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	89.90%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.87%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.52%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.92%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.37%	86.92%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.86%	99.23%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.66%	95.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.57%	96.09%
CHEMBL1929	P47989	Xanthine dehydrogenase	85.09%	96.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.00%	93.65%
CHEMBL3194	P02766	Transthyretin	82.48%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.99%	85.31%
CHEMBL1907	P15144	Aminopeptidase N	80.73%	93.31%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.19%	95.64%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.10%	94.42%

Plants that contains it

• Indigofera tinctoria

Cross-Links

• PubChem: 44412799
• LOTUS: LTS0191673
• wikiData: Q105015594