methyl (1R,2S,7R,8S,9S)-8-[(2R)-2-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]-2-[(2R,3R,4S,5S,6R)-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: 65f27fcd-fdd6-4056-ae1b-0a7232ff0fc3
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: methyl (1R,2S,7R,8S,9S)-8-[(2R)-2-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]-2-[(2R,3R,4S,5S,6R)-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/C27H36O13/c1-26(13-8-17(39-24(13)35)27(2)12(23(34)36-3)5-4-6-16(26)27)9-14(11-7-18(29)40-22(11)33)37-25-21(32)20(31)19(30)15(10-28)38-25/h5,7,13-17,19-22,25,28,30-33H,4,6,8-10H2,1-3H3/t13-,14-,15-,16-,17-,19-,20+,21-,22-,25-,26-,27-/m1/s1
• InChI Key: OXXLAQAXFVVCAB-UNPYXNEZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₁₃
• Molecular Weight: 568.60 g/mol
• Exact Mass: 568.21559120 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7852	78.52%
Caco-2	-	0.8417	84.17%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7886	78.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6053	60.53%
BSEP inhibitior	-	0.5153	51.53%
P-glycoprotein inhibitior	-	0.4693	46.93%
P-glycoprotein substrate	+	0.5411	54.11%
CYP3A4 substrate	+	0.7070	70.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.9108	91.08%
CYP2C9 inhibition	-	0.8355	83.55%
CYP2C19 inhibition	-	0.8909	89.09%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.8610	86.10%
CYP2C8 inhibition	+	0.5325	53.25%
CYP inhibitory promiscuity	-	0.9216	92.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9452	94.52%
Skin irritation	-	0.5515	55.15%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4355	43.55%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9167	91.67%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6461	64.61%
Acute Oral Toxicity (c)	I	0.5392	53.92%
Estrogen receptor binding	+	0.8032	80.32%
Androgen receptor binding	+	0.6805	68.05%
Thyroid receptor binding	-	0.5743	57.43%
Glucocorticoid receptor binding	+	0.7001	70.01%
Aromatase binding	+	0.6894	68.94%
PPAR gamma	+	0.5940	59.40%
Honey bee toxicity	-	0.6512	65.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9584	95.84%

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	99.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.48%	97.09%
CHEMBL4072	P07858	Cathepsin B	95.48%	93.67%
CHEMBL4040	P28482	MAP kinase ERK2	94.72%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.87%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.86%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.01%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	88.95%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.33%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.14%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.58%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.51%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.44%	95.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.80%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.28%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.17%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.88%	97.14%

Plants that contains it

• Tinospora crispa

Cross-Links

• PubChem: 162973761
• LOTUS: LTS0114746
• wikiData: Q105203028