7-methoxy-4-(4-methoxyphenyl)-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: a68df707-d6e0-4443-9cdf-7a070288efa4
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7-methoxy-4-(4-methoxyphenyl)-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
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)OC3=C2C(=CC(=C3)OC)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)OC3=C2C(=CC(=C3)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O14/c1-36-13-5-3-12(4-6-13)15-9-20(30)40-17-7-14(37-2)8-18(21(15)17)41-28-26(35)24(33)23(32)19(42-28)11-39-27-25(34)22(31)16(29)10-38-27/h3-9,16,19,22-29,31-35H,10-11H2,1-2H3/t16-,19-,22+,23-,24+,25-,26-,27+,28-/m1/s1
• InChI Key: JFAJUIZNHKHDGQ-NBCFGUOBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₄
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.17920569 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4745	47.45%
Caco-2	-	0.8796	87.96%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6806	68.06%
OATP2B1 inhibitior	-	0.8476	84.76%
OATP1B1 inhibitior	+	0.8795	87.95%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7116	71.16%
P-glycoprotein inhibitior	-	0.5237	52.37%
P-glycoprotein substrate	-	0.6178	61.78%
CYP3A4 substrate	+	0.6408	64.08%
CYP2C9 substrate	-	0.8333	83.33%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.9264	92.64%
CYP2C9 inhibition	-	0.9559	95.59%
CYP2C19 inhibition	-	0.9326	93.26%
CYP2D6 inhibition	-	0.9163	91.63%
CYP1A2 inhibition	-	0.9381	93.81%
CYP2C8 inhibition	+	0.5716	57.16%
CYP inhibitory promiscuity	-	0.8786	87.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6719	67.19%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.8396	83.96%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7599	75.99%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.7922	79.22%
skin sensitisation	-	0.9280	92.80%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9288	92.88%
Acute Oral Toxicity (c)	III	0.7210	72.10%
Estrogen receptor binding	+	0.8138	81.38%
Androgen receptor binding	+	0.7181	71.81%
Thyroid receptor binding	-	0.4909	49.09%
Glucocorticoid receptor binding	+	0.6020	60.20%
Aromatase binding	+	0.5771	57.71%
PPAR gamma	+	0.7023	70.23%
Honey bee toxicity	-	0.8148	81.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6649	66.49%
Fish aquatic toxicity	+	0.8078	80.78%

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	98.88%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	98.51%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.11%	94.00%
CHEMBL2581	P07339	Cathepsin D	97.06%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.52%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.83%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.56%	86.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.38%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.38%	96.77%
CHEMBL1907	P15144	Aminopeptidase N	89.14%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.80%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.13%	95.93%
CHEMBL4208	P20618	Proteasome component C5	88.08%	90.00%
CHEMBL4040	P28482	MAP kinase ERK2	87.83%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.86%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	85.71%	95.53%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.41%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.36%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.79%	95.83%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.05%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	82.48%	94.73%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.62%	95.50%

Plants that contains it

• Hintonia latiflora

Cross-Links

• PubChem: 45267097
• LOTUS: LTS0041209
• wikiData: Q105126555