(2S,3R,4S,5S,6R)-2-[(2S,3R,4R,5S,6S)-2-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 3140390e-3856-43c0-9787-71882e8fddef
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4R,5S,6S)-2-(4,8-dimethoxyfuro[2,3-b]quinolin-7-yl)oxy-3,5-dihydroxy-6-methyloxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C3=C(C=C2)C(=C4C=COC4=N3)OC)OC)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(C3=C(C=C2)C(=C4C=COC4=N3)OC)OC)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C25H31NO13/c1-9-15(28)22(39-24-18(31)17(30)16(29)13(8-27)38-24)19(32)25(36-9)37-12-5-4-10-14(21(12)34-3)26-23-11(6-7-35-23)20(10)33-2/h4-7,9,13,15-19,22,24-25,27-32H,8H2,1-3H3/t9-,13+,15-,16+,17-,18+,19+,22+,24-,25-/m0/s1
• InChI Key: UKJOUZLGIHETHT-QGKIOJNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₁NO₁₃
• Molecular Weight: 553.50 g/mol
• Exact Mass: 553.17954004 g/mol
• Topological Polar Surface Area (TPSA): 203.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.97
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5963	59.63%
Caco-2	-	0.8496	84.96%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4644	46.44%
OATP2B1 inhibitior	-	0.8552	85.52%
OATP1B1 inhibitior	+	0.9153	91.53%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6924	69.24%
P-glycoprotein inhibitior	-	0.5631	56.31%
P-glycoprotein substrate	-	0.5934	59.34%
CYP3A4 substrate	+	0.6087	60.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8115	81.15%
CYP3A4 inhibition	-	0.8826	88.26%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	+	0.5866	58.66%
CYP2C8 inhibition	+	0.5621	56.21%
CYP inhibitory promiscuity	-	0.5616	56.16%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5847	58.47%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9424	94.24%
Skin irritation	-	0.8285	82.85%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6610	66.10%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6071	60.71%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8165	81.65%
Acute Oral Toxicity (c)	III	0.6648	66.48%
Estrogen receptor binding	+	0.7500	75.00%
Androgen receptor binding	+	0.5322	53.22%
Thyroid receptor binding	+	0.6445	64.45%
Glucocorticoid receptor binding	+	0.6294	62.94%
Aromatase binding	+	0.6704	67.04%
PPAR gamma	+	0.6867	68.67%
Honey bee toxicity	-	0.7902	79.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.7827	78.27%

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	96.44%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.06%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.10%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.41%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.67%	86.33%
CHEMBL5747	Q92793	CREB-binding protein	88.59%	95.12%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.39%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.48%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.18%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	85.68%	95.93%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.50%	94.03%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.82%	98.46%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.33%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.19%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.72%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.50%	95.56%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.00%	96.90%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 13918930
• LOTUS: LTS0244956
• wikiData: Q105274601