4-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-2-one

Details

• Internal ID: 3a84a63e-54be-488e-a303-12b62e1e0394
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 4-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-2-one
• InChI: InChI=1S/C26H28O15/c27-10-4-15-19(11(6-18(31)39-15)9-1-2-12(28)13(29)3-9)16(5-10)40-26-24(36)22(34)21(33)17(41-26)8-38-25-23(35)20(32)14(30)7-37-25/h1-6,14,17,20-30,32-36H,7-8H2/t14-,17-,20+,21-,22+,23-,24-,25+,26-/m1/s1
• InChI Key: XSUATNGSAZMWRU-ZYAFLGLPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₈O₁₅
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.14282018 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.78
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4617	46.17%
Caco-2	-	0.9269	92.69%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6348	63.48%
OATP2B1 inhibitior	-	0.5589	55.89%
OATP1B1 inhibitior	+	0.8998	89.98%
OATP1B3 inhibitior	+	0.8755	87.55%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7690	76.90%
P-glycoprotein inhibitior	-	0.6918	69.18%
P-glycoprotein substrate	-	0.5880	58.80%
CYP3A4 substrate	+	0.6441	64.41%
CYP2C9 substrate	-	0.8165	81.65%
CYP2D6 substrate	-	0.8576	85.76%
CYP3A4 inhibition	-	0.9216	92.16%
CYP2C9 inhibition	-	0.9563	95.63%
CYP2C19 inhibition	-	0.9069	90.69%
CYP2D6 inhibition	-	0.9175	91.75%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	+	0.7737	77.37%
CYP inhibitory promiscuity	-	0.8943	89.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6832	68.32%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.8248	82.48%
Skin corrosion	-	0.9684	96.84%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6771	67.71%
Micronuclear	+	0.6174	61.74%
Hepatotoxicity	-	0.7066	70.66%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9040	90.40%
Acute Oral Toxicity (c)	III	0.4775	47.75%
Estrogen receptor binding	+	0.7774	77.74%
Androgen receptor binding	+	0.6621	66.21%
Thyroid receptor binding	+	0.5407	54.07%
Glucocorticoid receptor binding	-	0.5307	53.07%
Aromatase binding	+	0.6103	61.03%
PPAR gamma	+	0.7394	73.94%
Honey bee toxicity	-	0.6961	69.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6499	64.99%
Fish aquatic toxicity	+	0.8955	89.55%

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	99.67%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.03%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL220	P22303	Acetylcholinesterase	97.65%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.76%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.17%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	94.10%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.36%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.93%	96.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.90%	95.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.92%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.83%	80.78%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	89.98%	95.53%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.65%	95.83%
CHEMBL3194	P02766	Transthyretin	88.20%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.38%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.24%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	83.62%	95.93%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.34%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	83.25%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	82.68%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.50%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.34%	83.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.23%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.96%	99.23%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.31%	91.71%

Plants that contains it

• Exostema caribaeum

Cross-Links

• PubChem: 162918353
• LOTUS: LTS0114729
• wikiData: Q103815890