[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: c7846dac-8994-472d-b9fe-76f39266a72d
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-methoxyphenyl)-4-oxochromen-7-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)OC)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)OC)O)O)O)O
• InChI: InChI=1S/C24H24O11/c1-11(25)32-10-19-21(28)22(29)23(30)24(35-19)33-14-7-15(26)20-16(27)9-17(34-18(20)8-14)12-3-5-13(31-2)6-4-12/h3-9,19,21-24,26,28-30H,10H2,1-2H3/t19-,21-,22+,23-,24-/m1/s1
• InChI Key: KSWNCDDLOQQQKB-PFKOEMKTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₁₁
• Molecular Weight: 488.40 g/mol
• Exact Mass: 488.13186158 g/mol
• Topological Polar Surface Area (TPSA): 161.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4620	46.20%
Caco-2	-	0.8331	83.31%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6563	65.63%
OATP2B1 inhibitior	-	0.5509	55.09%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8368	83.68%
P-glycoprotein inhibitior	+	0.5781	57.81%
P-glycoprotein substrate	-	0.7039	70.39%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.8277	82.77%
CYP2D6 substrate	-	0.8720	87.20%
CYP3A4 inhibition	-	0.9203	92.03%
CYP2C9 inhibition	-	0.9342	93.42%
CYP2C19 inhibition	-	0.9518	95.18%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.9453	94.53%
CYP2C8 inhibition	+	0.6796	67.96%
CYP inhibitory promiscuity	-	0.8589	85.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7018	70.18%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9196	91.96%
Skin irritation	-	0.8285	82.85%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	+	0.5536	55.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7177	71.77%
Micronuclear	+	0.5992	59.92%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9436	94.36%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8872	88.72%
Acute Oral Toxicity (c)	III	0.7016	70.16%
Estrogen receptor binding	+	0.8398	83.98%
Androgen receptor binding	+	0.7427	74.27%
Thyroid receptor binding	+	0.5384	53.84%
Glucocorticoid receptor binding	+	0.6701	67.01%
Aromatase binding	+	0.5506	55.06%
PPAR gamma	+	0.6710	67.10%
Honey bee toxicity	-	0.8006	80.06%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9205	92.05%

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	99.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.44%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.69%	94.00%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.86%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.20%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.46%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.07%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.47%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.61%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.65%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.88%	96.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.02%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.75%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.15%	95.89%
CHEMBL4208	P20618	Proteasome component C5	82.05%	90.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.91%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.87%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.72%	97.28%

Plants that contains it

• Agastache rugosa

Cross-Links

• PubChem: 5316761
• NPASS: NPC183527
• LOTUS: LTS0154363
• wikiData: Q105145618