[(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-hydroxy-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-5-sulfooxypentyl] hydrogen sulfate

Details

• Internal ID: 60f6885d-4838-46af-bf38-70308ac39f51
• 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-hydroxy-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-5-sulfooxypentyl] hydrogen sulfate
• InChI: InChI=1S/C30H53BrO14S2/c1-25(2,32)20-11-15-28(6,42-20)23(44-47(37,38)39)13-17-30(33,18-40-46(34,35)36)24-9-8-21-27(5,43-24)16-12-22(41-21)29(7)14-10-19(31)26(3,4)45-29/h19-24,32-33H,8-18H2,1-7H3,(H,34,35,36)(H,37,38,39)/t19-,20-,21-,22-,23+,24-,27+,28-,29+,30?/m1/s1
• InChI Key: NLGJXCBNRWVLMI-ILSRICCPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₃BrO₁₄S₂
• Molecular Weight: 781.80 g/mol
• Exact Mass: 780.20601 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 12
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9495	94.95%
Caco-2	-	0.8388	83.88%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4718	47.18%
OATP2B1 inhibitior	-	0.5730	57.30%
OATP1B1 inhibitior	+	0.8594	85.94%
OATP1B3 inhibitior	+	0.9296	92.96%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.6023	60.23%
P-glycoprotein inhibitior	+	0.7530	75.30%
P-glycoprotein substrate	+	0.5389	53.89%
CYP3A4 substrate	+	0.7153	71.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7865	78.65%
CYP3A4 inhibition	-	0.8096	80.96%
CYP2C9 inhibition	-	0.7409	74.09%
CYP2C19 inhibition	-	0.6828	68.28%
CYP2D6 inhibition	-	0.8672	86.72%
CYP1A2 inhibition	-	0.7219	72.19%
CYP2C8 inhibition	+	0.5342	53.42%
CYP inhibitory promiscuity	-	0.5979	59.79%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.5200	52.00%
Carcinogenicity (trinary)	Non-required	0.5594	55.94%
Eye corrosion	-	0.9686	96.86%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.8881	88.81%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4916	49.16%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5902	59.02%
skin sensitisation	-	0.8252	82.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6607	66.07%
Acute Oral Toxicity (c)	III	0.5574	55.74%
Estrogen receptor binding	+	0.6877	68.77%
Androgen receptor binding	+	0.6726	67.26%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7099	70.99%
Aromatase binding	+	0.6860	68.60%
PPAR gamma	+	0.6472	64.72%
Honey bee toxicity	-	0.7110	71.10%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL284	P27487	Dipeptidyl peptidase IV	96.20%	95.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.23%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.19%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.68%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.76%	85.31%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.36%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.28%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.03%	95.56%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.71%	98.05%
CHEMBL2581	P07339	Cathepsin D	88.05%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	87.17%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.90%	100.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.78%	97.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.19%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.02%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.91%	95.50%
CHEMBL1871	P10275	Androgen Receptor	85.81%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.76%	91.11%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	85.74%	95.34%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.22%	89.05%
CHEMBL340	P08684	Cytochrome P450 3A4	83.68%	91.19%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.64%	92.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.89%	97.28%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.77%	92.78%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.63%	94.66%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.26%	96.21%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.23%	91.03%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.16%	82.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.11%	94.45%
CHEMBL4581	P52732	Kinesin-like protein 1	81.69%	93.18%
CHEMBL204	P00734	Thrombin	81.52%	96.01%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.34%	100.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.84%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.14%	93.04%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.09%	96.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.08%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53377322
• LOTUS: LTS0045473
• wikiData: Q105181320