[5-[5-[4-[3,5-Dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-[[10-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-3-enyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-16-yl]oxy]oxan-3-yl] hydrogen sulfate

Details

• Internal ID: 5e4577d7-24a5-45f3-977a-87c97a035330
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [5-[5-[4-[3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-[[10-hydroxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-3-enyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-16-yl]oxy]oxan-3-yl] hydrogen sulfate
• InChI: InChI=1S/C54H86O25S/c1-23(2)11-10-16-53(8)31-14-18-52(7)25-12-13-30-50(4,5)33(15-17-51(30,6)26(25)19-32(57)54(31,52)49(65)78-53)74-48-44(36(60)29(22-70-48)79-80(66,67)68)77-45-38(62)37(61)41(24(3)71-45)75-47-40(64)43(35(59)28(21-56)73-47)76-46-39(63)42(69-9)34(58)27(20-55)72-46/h11-12,24,26-48,55-64H,10,13-22H2,1-9H3,(H,66,67,68)
• InChI Key: LHMVRQUYOFRLQH-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₆O₂₅S
• Molecular Weight: 1167.30 g/mol
• Exact Mass: 1166.51788940 g/mol
• Topological Polar Surface Area (TPSA): 384.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 24
• H-Bond Donor: 11
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8668	86.68%
Caco-2	-	0.8677	86.77%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5616	56.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7967	79.67%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9273	92.73%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.6915	69.15%
CYP3A4 substrate	+	0.7495	74.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.7630	76.30%
CYP2C9 inhibition	-	0.7410	74.10%
CYP2C19 inhibition	-	0.7127	71.27%
CYP2D6 inhibition	-	0.8690	86.90%
CYP1A2 inhibition	-	0.7416	74.16%
CYP2C8 inhibition	+	0.7712	77.12%
CYP inhibitory promiscuity	-	0.8973	89.73%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5274	52.74%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.7505	75.05%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7476	74.76%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.8445	84.45%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7437	74.37%
Acute Oral Toxicity (c)	III	0.5789	57.89%
Estrogen receptor binding	+	0.7786	77.86%
Androgen receptor binding	+	0.7562	75.62%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.8005	80.05%
Aromatase binding	+	0.6233	62.33%
PPAR gamma	+	0.8282	82.82%
Honey bee toxicity	-	0.6025	60.25%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9830	98.30%

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	94.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.20%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.74%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.80%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.61%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.29%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	90.34%	95.83%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.80%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.29%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.11%	96.77%
CHEMBL1871	P10275	Androgen Receptor	89.01%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.68%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.79%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	87.58%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	87.51%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.11%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.87%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.99%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.20%	97.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.11%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.67%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.62%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.25%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	81.41%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.99%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.97%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	80.68%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.37%	94.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.02%	98.99%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 180682
• LOTUS: LTS0198926
• wikiData: Q104397675