[(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxochromen-7-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] 2-methylpropanoate

Details

• Internal ID: 1e919729-5b31-4855-a5d6-f5d2f09bfd09
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2S,3R,4R,5S,6S)-2-[2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-4-oxochromen-7-yl]oxy-3,5-dihydroxy-6-methyloxan-4-yl] 2-methylpropanoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)OC(=O)C(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=C(C3=O)O)C4=CC(=C(C=C4)O)O)O)O)OC(=O)C(C)C)O
• InChI: InChI=1S/C25H26O12/c1-9(2)24(33)37-23-18(29)10(3)34-25(21(23)32)35-12-7-15(28)17-16(8-12)36-22(20(31)19(17)30)11-4-5-13(26)14(27)6-11/h4-10,18,21,23,25-29,31-32H,1-3H3/t10-,18-,21+,23+,25-/m0/s1
• InChI Key: XIMBHDHJSKJECM-BRBYZNOMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₁₂
• Molecular Weight: 518.50 g/mol
• Exact Mass: 518.14242626 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7839	78.39%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7431	74.31%
OATP2B1 inhibitior	-	0.5453	54.53%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.8526	85.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6875	68.75%
P-glycoprotein inhibitior	-	0.4528	45.28%
P-glycoprotein substrate	-	0.5283	52.83%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	+	0.5664	56.64%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.8755	87.55%
CYP2C9 inhibition	-	0.8187	81.87%
CYP2C19 inhibition	-	0.9237	92.37%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	+	0.8311	83.11%
CYP inhibitory promiscuity	-	0.7916	79.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5868	58.68%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8839	88.39%
Skin irritation	-	0.7816	78.16%
Skin corrosion	-	0.9455	94.55%
Ames mutagenesis	+	0.6336	63.36%
Human Ether-a-go-go-Related Gene inhibition	-	0.3833	38.33%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9152	91.52%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9439	94.39%
Acute Oral Toxicity (c)	III	0.6378	63.78%
Estrogen receptor binding	+	0.8179	81.79%
Androgen receptor binding	+	0.7004	70.04%
Thyroid receptor binding	+	0.5760	57.60%
Glucocorticoid receptor binding	+	0.7067	70.67%
Aromatase binding	+	0.5564	55.64%
PPAR gamma	+	0.6381	63.81%
Honey bee toxicity	-	0.7195	71.95%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.86%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.74%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.37%	89.00%
CHEMBL2581	P07339	Cathepsin D	98.01%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.27%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.50%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	93.11%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.90%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.11%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	91.75%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.03%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.63%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.96%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.47%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL3194	P02766	Transthyretin	86.56%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.08%	99.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.79%	83.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.51%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.20%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.03%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.06%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.89%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.70%	94.80%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.65%	94.42%

Plants that contains it

• Sinocrassula indica

Cross-Links

• PubChem: 23651305
• LOTUS: LTS0010717
• wikiData: Q105328577