5-Hydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one

Details

• Internal ID: 4bbe0633-cfcc-43fa-988d-26024d5d2bb9
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 5-hydroxy-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
• InChI: InChI=1S/C15H16O9/c16-5-9-11(19)12(20)13(21)15(23-9)22-8-3-2-7(17)6-1-4-10(18)24-14(6)8/h1-4,9,11-13,15-17,19-21H,5H2
• InChI Key: BEMJTZMDCGJFOF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₉
• Molecular Weight: 340.28 g/mol
• Exact Mass: 340.07943208 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.32
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6367	63.67%
Caco-2	-	0.9256	92.56%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5792	57.92%
OATP2B1 inhibitior	-	0.5675	56.75%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9401	94.01%
P-glycoprotein inhibitior	-	0.9113	91.13%
P-glycoprotein substrate	-	0.9098	90.98%
CYP3A4 substrate	-	0.5280	52.80%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.9271	92.71%
CYP2C9 inhibition	-	0.9542	95.42%
CYP2C19 inhibition	-	0.9292	92.92%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.9202	92.02%
CYP2C8 inhibition	-	0.7338	73.38%
CYP inhibitory promiscuity	-	0.8566	85.66%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6617	66.17%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.6917	69.17%
Skin irritation	-	0.8079	80.79%
Skin corrosion	-	0.9743	97.43%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6798	67.98%
Micronuclear	+	0.5633	56.33%
Hepatotoxicity	-	0.6539	65.39%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7625	76.25%
Acute Oral Toxicity (c)	III	0.4845	48.45%
Estrogen receptor binding	+	0.5427	54.27%
Androgen receptor binding	+	0.6640	66.40%
Thyroid receptor binding	-	0.5416	54.16%
Glucocorticoid receptor binding	+	0.7731	77.31%
Aromatase binding	+	0.5317	53.17%
PPAR gamma	+	0.6565	65.65%
Honey bee toxicity	-	0.7992	79.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7399	73.99%
Fish aquatic toxicity	+	0.7264	72.64%

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	98.19%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.44%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.57%	94.00%
CHEMBL2581	P07339	Cathepsin D	88.71%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.27%	89.00%
CHEMBL220	P22303	Acetylcholinesterase	86.95%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.93%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.15%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.41%	99.15%
CHEMBL3194	P02766	Transthyretin	84.33%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.67%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.47%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.11%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85366586
• LOTUS: LTS0194942
• wikiData: Q104933153