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

Details

• Internal ID: 49818e9b-bb45-498d-b585-3a06736c179e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,4S,5R,6S,9S,12R,13R,16S,18R)-16-[(2R,3S,4S,5R)-3-[(2S,3R,4R,5R,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-(hydroxymethyl)oxan-2-yl]oxy-4-hydroxy-5-sulfooxyoxan-2-yl]oxy-2,6,13,17,17-pentamethyl-6-(4-methylpent-4-enyl)-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-1(20)-en-4-yl] acetate
• InChI: InChI=1S/C56H88O27S/c1-24(2)11-10-16-55(8)46-28(74-25(3)60)19-54(7)27-12-13-33-52(4,5)34(15-17-53(33,6)26(27)14-18-56(46,54)51(68)82-55)78-50-45(37(63)32(23-73-50)83-84(69,70)71)81-47-39(65)38(64)42(31(22-59)77-47)79-49-41(67)44(36(62)30(21-58)76-49)80-48-40(66)43(72-9)35(61)29(20-57)75-48/h12,26,28-50,57-59,61-67H,1,10-11,13-23H2,2-9H3,(H,69,70,71)/t26-,28-,29+,30+,31+,32+,33-,34-,35+,36+,37+,38+,39+,40+,41+,42-,43-,44-,45-,46+,47-,48-,49-,50+,53+,54-,55-,56+/m0/s1
• InChI Key: XPXUVHBVDYEUGB-LJZIZAJUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₈O₂₇S
• Molecular Weight: 1225.30 g/mol
• Exact Mass: 1224.52336870 g/mol
• Topological Polar Surface Area (TPSA): 410.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 26
• H-Bond Donor: 11
• Rotatable Bonds: 19

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	-	0.8632	86.32%
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	+	0.8004	80.04%
OATP1B3 inhibitior	+	0.9234	92.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9568	95.68%
P-glycoprotein inhibitior	+	0.7446	74.46%
P-glycoprotein substrate	+	0.7122	71.22%
CYP3A4 substrate	+	0.7535	75.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
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	+	0.7851	78.51%
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	-	0.8978	89.78%
Skin irritation	-	0.7574	75.74%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7187	71.87%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7092	70.92%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7329	73.29%
Acute Oral Toxicity (c)	III	0.5834	58.34%
Estrogen receptor binding	+	0.7398	73.98%
Androgen receptor binding	+	0.7565	75.65%
Thyroid receptor binding	+	0.6385	63.85%
Glucocorticoid receptor binding	+	0.7902	79.02%
Aromatase binding	+	0.6763	67.63%
PPAR gamma	+	0.8262	82.62%
Honey bee toxicity	-	0.6150	61.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	98.68%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.42%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	92.23%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	91.18%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.97%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.59%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.45%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.18%	97.28%
CHEMBL340	P08684	Cytochrome P450 3A4	88.73%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.37%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	87.22%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.80%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.91%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.69%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.63%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.58%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.33%	97.25%
CHEMBL4581	P52732	Kinesin-like protein 1	85.33%	93.18%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.01%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.72%	97.36%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.89%	90.08%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.05%	85.49%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.94%	89.67%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.35%	91.03%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.29%	94.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.16%	99.23%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.13%	95.83%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.74%	97.29%
CHEMBL5028	O14672	ADAM10	81.59%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.65%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106603
• LOTUS: LTS0180764
• wikiData: Q105339058