3-[6-[[3,4-Dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-ethenyl-4a-hydroxy-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one

Details

• Internal ID: 414730de-6451-48f8-b199-71970d07c50e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 3-[6-[[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-ethenyl-4a-hydroxy-3,4,5,6-tetrahydropyrano[3,4-c]pyran-8-one
• SMILES (Canonical): C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)COC4(C(C(C(O4)CO)O)O)CO)O)O)O
• SMILES (Isomeric): C=CC1C(OC=C2C1(CCOC2=O)O)OC3C(C(C(C(O3)COC4(C(C(C(O4)CO)O)O)CO)O)O)O
• InChI: InChI=1S/C22H32O15/c1-2-9-19(33-6-10-18(30)32-4-3-21(9,10)31)36-20-16(28)15(27)13(25)12(35-20)7-34-22(8-24)17(29)14(26)11(5-23)37-22/h2,6,9,11-17,19-20,23-29,31H,1,3-5,7-8H2
• InChI Key: LMJRIYYQWMCZQE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₁₅
• Molecular Weight: 536.50 g/mol
• Exact Mass: 536.17412031 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -4.65
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6427	64.27%
Caco-2	-	0.8968	89.68%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8118	81.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8363	83.63%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7048	70.48%
P-glycoprotein inhibitior	-	0.5947	59.47%
P-glycoprotein substrate	-	0.6636	66.36%
CYP3A4 substrate	+	0.6723	67.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8659	86.59%
CYP3A4 inhibition	-	0.9483	94.83%
CYP2C9 inhibition	-	0.9064	90.64%
CYP2C19 inhibition	-	0.8451	84.51%
CYP2D6 inhibition	-	0.8838	88.38%
CYP1A2 inhibition	-	0.8825	88.25%
CYP2C8 inhibition	+	0.4949	49.49%
CYP inhibitory promiscuity	-	0.9314	93.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5976	59.76%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.9208	92.08%
Skin irritation	-	0.7004	70.04%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7273	72.73%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6775	67.75%
skin sensitisation	-	0.8579	85.79%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7069	70.69%
Acute Oral Toxicity (c)	III	0.4653	46.53%
Estrogen receptor binding	+	0.6979	69.79%
Androgen receptor binding	+	0.6059	60.59%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5239	52.39%
Aromatase binding	+	0.6928	69.28%
PPAR gamma	+	0.5887	58.87%
Honey bee toxicity	-	0.6320	63.20%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8546	85.46%

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	97.75%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.36%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.61%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	89.73%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.29%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.21%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.62%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.34%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.11%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.96%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.78%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.59%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.56%	95.83%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.77%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.46%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	82.42%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.23%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.52%	86.33%

Plants that contains it

• Swertia japonica

Cross-Links

• PubChem: 72963702
• LOTUS: LTS0226169
• wikiData: Q105154019