[(2S,4S,5S,6S,9R,12R,13R,16S,18R)-16-[(2S,3R,4R,5R)-3-[(2S,3R,4S,5R,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-5-hydroxy-2,6,13,17,17-pentamethyl-6-[(1Z)-4-methylpenta-1,3-dienyl]-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate

Details

• Internal ID: e130fced-127a-43c7-a812-1955850cca4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,4S,5S,6S,9R,12R,13R,16S,18R)-16-[(2S,3R,4R,5R)-3-[(2S,3R,4S,5R,6R)-5-[(2S,3R,4S,5R)-4-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-methoxyoxan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-5-hydroxy-2,6,13,17,17-pentamethyl-6-[(1Z)-4-methylpenta-1,3-dienyl]-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate
• InChI: InChI=1S/C55H84O27S/c1-24(2)11-10-16-53(8)55(67)34(74-25(3)58)19-52(7)27-12-13-32-50(4,5)33(15-17-51(32,6)26(27)14-18-54(52,55)49(66)81-53)77-48-44(36(61)31(23-73-48)82-83(68,69)70)80-46-38(63)37(62)42(30(21-57)76-46)79-45-39(64)41(28(59)22-72-45)78-47-40(65)43(71-9)35(60)29(20-56)75-47/h10-12,16,26,28-48,56-57,59-65,67H,13-15,17-23H2,1-9H3,(H,68,69,70)/b16-10-/t26-,28+,29+,30+,31+,32-,33-,34-,35+,36-,37-,38+,39+,40+,41-,42-,43-,44+,45-,46-,47-,48-,51+,52-,53-,54+,55-/m0/s1
• InChI Key: ABUYDFJTKKJHKG-XMIMPZJMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₄O₂₇S
• Molecular Weight: 1209.30 g/mol
• Exact Mass: 1208.49206857 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.52
• H-Bond Acceptor: 26
• 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	-	0.8628	86.28%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5616	56.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7911	79.11%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9695	96.95%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.7117	71.17%
CYP3A4 substrate	+	0.7596	75.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8848	88.48%
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	+	0.7969	79.69%
CYP inhibitory promiscuity	-	0.8973	89.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5274	52.74%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.7505	75.05%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	-	0.5270	52.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7357	73.57%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6592	65.92%
skin sensitisation	-	0.8445	84.45%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7769	77.69%
Acute Oral Toxicity (c)	III	0.5789	57.89%
Estrogen receptor binding	+	0.6899	68.99%
Androgen receptor binding	+	0.7693	76.93%
Thyroid receptor binding	+	0.6870	68.70%
Glucocorticoid receptor binding	+	0.8000	80.00%
Aromatase binding	+	0.6687	66.87%
PPAR gamma	+	0.8225	82.25%
Honey bee toxicity	-	0.6031	60.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.19%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.12%	95.93%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL3922	P50579	Methionine aminopeptidase 2	92.78%	97.28%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.74%	89.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	92.13%	89.67%
CHEMBL5255	O00206	Toll-like receptor 4	91.43%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.02%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.96%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.75%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.69%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.55%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	88.54%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.57%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.63%	97.14%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	85.60%	85.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.57%	96.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.87%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.51%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.22%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.18%	91.07%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.90%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.69%	95.83%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.02%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.94%	100.00%
CHEMBL5028	O14672	ADAM10	81.38%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.05%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.93%	85.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.53%	97.36%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103313
• LOTUS: LTS0127726
• wikiData: Q104908883