[(3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-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-[[(2S,5S,6R,9S,12R,13R,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enoyl)-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: beb8a88c-e8a8-4e0a-96c6-85efb0a42d52
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3R,4R,5R,6S)-5-[(2S,3R,4R,5S,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5R,6R)-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-[[(2S,5S,6R,9S,12R,13R,16S,18R)-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enoyl)-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/C54H84O25S/c1-23(2)10-13-32(57)53(8)31-15-18-52(7)26-11-12-30-50(4,5)33(16-17-51(30,6)25(26)14-19-54(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/h11,24-25,27-31,33-48,55-56,58-64H,1,10,12-22H2,2-9H3,(H,66,67,68)/t24-,25+,27-,28-,29-,30+,31-,33+,34-,35-,36+,37-,38-,39-,40-,41-,42+,43+,44-,45+,46+,47+,48+,51-,52+,53-,54-/m1/s1
• InChI Key: UXSRFAQDAAQGTA-PNERJMDOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₅S
• Molecular Weight: 1165.30 g/mol
• Exact Mass: 1164.50223933 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -0.38
• H-Bond Acceptor: 24
• H-Bond Donor: 10
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8385	83.85%
Caco-2	-	0.8645	86.45%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5555	55.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7994	79.94%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.7034	70.34%
CYP3A4 substrate	+	0.7472	74.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.8074	80.74%
CYP2C9 inhibition	-	0.7339	73.39%
CYP2C19 inhibition	-	0.6980	69.80%
CYP2D6 inhibition	-	0.8694	86.94%
CYP1A2 inhibition	-	0.7283	72.83%
CYP2C8 inhibition	+	0.7794	77.94%
CYP inhibitory promiscuity	-	0.8683	86.83%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5402	54.02%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.7574	75.74%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6987	69.87%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6364	63.64%
Acute Oral Toxicity (c)	III	0.5834	58.34%
Estrogen receptor binding	+	0.7529	75.29%
Androgen receptor binding	+	0.7584	75.84%
Thyroid receptor binding	+	0.6356	63.56%
Glucocorticoid receptor binding	+	0.7944	79.44%
Aromatase binding	+	0.6689	66.89%
PPAR gamma	+	0.8298	82.98%
Honey bee toxicity	-	0.6000	60.00%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	97.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.51%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.62%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.21%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.79%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	88.64%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	88.56%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.47%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.34%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.14%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.72%	86.33%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.50%	94.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.38%	97.14%
CHEMBL5028	O14672	ADAM10	85.04%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.50%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.10%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	82.78%	95.93%
CHEMBL1871	P10275	Androgen Receptor	82.76%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.74%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	82.65%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.57%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.56%	91.03%

Plants that contains it

• Hunteria zeylanica

Cross-Links

• PubChem: 11343842
• LOTUS: LTS0037173
• wikiData: Q105346343