[(1S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-4,5-dihydroxy-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentyl] hydrogen sulfate

Details

• Internal ID: 9fbc0a26-1b9a-41cc-9430-078c3ecf9db6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-4,5-dihydroxy-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentyl] hydrogen sulfate
• InChI: InChI=1S/C30H53BrO11S/c1-25(2,33)20-11-15-28(6,39-20)23(41-43(35,36)37)13-17-30(34,18-32)24-9-8-21-27(5,40-24)16-12-22(38-21)29(7)14-10-19(31)26(3,4)42-29/h19-24,32-34H,8-18H2,1-7H3,(H,35,36,37)/t19-,20-,21-,22-,23+,24-,27+,28-,29+,30?/m1/s1
• InChI Key: QKFMEKNOKHBFQY-ILSRICCPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₃BrO₁₁S
• Molecular Weight: 701.70 g/mol
• Exact Mass: 700.24920 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9201	92.01%
Caco-2	-	0.8201	82.01%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4711	47.11%
OATP2B1 inhibitior	-	0.5700	57.00%
OATP1B1 inhibitior	+	0.8588	85.88%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5616	56.16%
P-glycoprotein inhibitior	+	0.7296	72.96%
P-glycoprotein substrate	+	0.5149	51.49%
CYP3A4 substrate	+	0.7145	71.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8092	80.92%
CYP3A4 inhibition	-	0.7316	73.16%
CYP2C9 inhibition	-	0.7331	73.31%
CYP2C19 inhibition	-	0.6704	67.04%
CYP2D6 inhibition	-	0.8642	86.42%
CYP1A2 inhibition	-	0.7039	70.39%
CYP2C8 inhibition	-	0.5678	56.78%
CYP inhibitory promiscuity	-	0.6991	69.91%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.5602	56.02%
Eye corrosion	-	0.9699	96.99%
Eye irritation	-	0.9209	92.09%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.8933	89.33%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.8233	82.33%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6802	68.02%
Acute Oral Toxicity (c)	III	0.5562	55.62%
Estrogen receptor binding	+	0.6517	65.17%
Androgen receptor binding	+	0.6486	64.86%
Thyroid receptor binding	-	0.5055	50.55%
Glucocorticoid receptor binding	+	0.6788	67.88%
Aromatase binding	+	0.6770	67.70%
PPAR gamma	+	0.5779	57.79%
Honey bee toxicity	-	0.7257	72.57%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.95%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.13%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.76%	96.09%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.79%	98.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.57%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.49%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.32%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	90.10%	95.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.41%	95.50%
CHEMBL233	P35372	Mu opioid receptor	87.03%	97.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.86%	97.14%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.68%	97.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.27%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	85.82%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.02%	93.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.88%	95.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.60%	96.77%
CHEMBL3524	P56524	Histone deacetylase 4	84.48%	92.97%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.59%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.47%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.18%	91.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.06%	91.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.98%	93.04%
CHEMBL1871	P10275	Androgen Receptor	82.34%	96.43%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.96%	82.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.77%	92.78%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.76%	96.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.25%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.65%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.63%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.55%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.49%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.29%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.15%	85.31%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.04%	92.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.01%	86.33%
CHEMBL4581	P52732	Kinesin-like protein 1	80.00%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53375686
• LOTUS: LTS0165139
• wikiData: Q105223075