[(2R,3S,4S,5R,6S)-6-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2,3-dihydroxybenzoate

Details

• Internal ID: 6109a13a-ba20-42f3-996c-a56860b3f519
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[[(3S,4R,4aR)-4-ethenyl-4a-hydroxy-8-oxo-3,4,5,6-tetrahydropyrano[3,4-c]pyran-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2,3-dihydroxybenzoate
• SMILES (Canonical): C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)COC(=O)C4=C(C(=CC=C4)O)O)O)O)O
• SMILES (Isomeric): C=C[C@H]1[C@@H](OC=C2[C@]1(CCOC2=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=C(C(=CC=C4)O)O)O)O)O
• InChI: InChI=1S/C23H26O13/c1-2-11-21(34-8-12-20(30)32-7-6-23(11,12)31)36-22-18(28)17(27)16(26)14(35-22)9-33-19(29)10-4-3-5-13(24)15(10)25/h2-5,8,11,14,16-18,21-22,24-28,31H,1,6-7,9H2/t11-,14+,16+,17-,18+,21-,22-,23+/m0/s1
• InChI Key: RFPJOMPMFRQYIM-JXVMTUIQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₆O₁₃
• Molecular Weight: 510.40 g/mol
• Exact Mass: 510.13734088 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6247	62.47%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6798	67.98%
OATP2B1 inhibitior	-	0.8489	84.89%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	+	0.9264	92.64%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7846	78.46%
BSEP inhibitior	-	0.8315	83.15%
P-glycoprotein inhibitior	-	0.5510	55.10%
P-glycoprotein substrate	-	0.6072	60.72%
CYP3A4 substrate	+	0.6829	68.29%
CYP2C9 substrate	-	0.6121	61.21%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8930	89.30%
CYP2C9 inhibition	-	0.6813	68.13%
CYP2C19 inhibition	-	0.6568	65.68%
CYP2D6 inhibition	-	0.8196	81.96%
CYP1A2 inhibition	-	0.7827	78.27%
CYP2C8 inhibition	+	0.6477	64.77%
CYP inhibitory promiscuity	-	0.9023	90.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6002	60.02%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.8925	89.25%
Skin irritation	-	0.7549	75.49%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5909	59.09%
Micronuclear	-	0.5567	55.67%
Hepatotoxicity	-	0.6566	65.66%
skin sensitisation	-	0.7591	75.91%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8875	88.75%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	+	0.7565	75.65%
Androgen receptor binding	+	0.6372	63.72%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.6876	68.76%
Aromatase binding	+	0.6470	64.70%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.7281	72.81%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9276	92.76%

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	98.45%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.65%	95.17%
CHEMBL220	P22303	Acetylcholinesterase	94.84%	94.45%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.35%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.31%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.01%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.54%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.32%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.01%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.91%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.37%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.76%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	84.46%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.13%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.71%	97.36%
CHEMBL3891	P07384	Calpain 1	82.12%	93.04%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.98%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.97%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.80%	92.62%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.45%	83.00%

Plants that contains it

• Gentiana algida

Cross-Links

• PubChem: 102094444
• LOTUS: LTS0207900
• wikiData: Q105235527