methyl (1R,2R,7S,8S,9R)-8-[2-(furan-3-yl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.02,7]dodec-3-ene-3-carboxylate

Details

• Internal ID: 18c4f8c3-0688-4b10-b973-599d10729748
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: methyl (1R,2R,7S,8S,9R)-8-[2-(furan-3-yl)-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.02,7]dodec-3-ene-3-carboxylate
• InChI: InChI=1S/C27H36O11/c1-26(15-9-19(38-24(15)33)27(2)14(23(32)34-3)5-4-6-18(26)27)10-16(13-7-8-35-12-13)36-25-22(31)21(30)20(29)17(11-28)37-25/h5,7-8,12,15-22,25,28-31H,4,6,9-11H2,1-3H3/t15-,16?,17?,18-,19+,20?,21?,22?,25?,26+,27-/m0/s1
• InChI Key: ZXGKLWUOGQDOTD-MRHQNHPRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₁₁
• Molecular Weight: 536.60 g/mol
• Exact Mass: 536.22576196 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8215	82.15%
Caco-2	-	0.8142	81.42%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7671	76.71%
OATP1B3 inhibitior	+	0.9114	91.14%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.6553	65.53%
BSEP inhibitior	-	0.4886	48.86%
P-glycoprotein inhibitior	-	0.4413	44.13%
P-glycoprotein substrate	+	0.5367	53.67%
CYP3A4 substrate	+	0.7029	70.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.8127	81.27%
CYP2C9 inhibition	-	0.8158	81.58%
CYP2C19 inhibition	-	0.8561	85.61%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	+	0.5255	52.55%
CYP inhibitory promiscuity	-	0.8833	88.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9508	95.08%
Skin irritation	-	0.6079	60.79%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7728	77.28%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5367	53.67%
skin sensitisation	-	0.9097	90.97%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5309	53.09%
Acute Oral Toxicity (c)	I	0.5873	58.73%
Estrogen receptor binding	+	0.7419	74.19%
Androgen receptor binding	+	0.6681	66.81%
Thyroid receptor binding	-	0.5604	56.04%
Glucocorticoid receptor binding	+	0.6794	67.94%
Aromatase binding	+	0.6389	63.89%
PPAR gamma	+	0.5485	54.85%
Honey bee toxicity	-	0.6681	66.81%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9820	98.20%

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	99.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.69%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	97.33%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.07%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	88.03%	92.50%
CHEMBL2581	P07339	Cathepsin D	87.50%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.61%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL4072	P07858	Cathepsin B	84.56%	93.67%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.29%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.89%	95.83%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.02%	97.25%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.90%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.62%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.39%	94.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.15%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.06%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.94%	94.80%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.64%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.32%	99.17%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 137705112
• LOTUS: LTS0096325
• wikiData: Q105385521