[5-[(1S,2S,5S,6R,9R,10S,13S,16S,18R)-16-[(2S,3R,4R,5R)-3-[(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-5-sulfooxyoxan-2-yl]oxy-10-hydroxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-6-yl]-2-methyl-5-oxopentan-2-yl] acetate

Details

• Internal ID: 6b17a0b4-4cb8-48e0-9a9c-39ae66ac1e93
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [5-[(1S,2S,5S,6R,9R,10S,13S,16S,18R)-16-[(2S,3R,4R,5R)-3-[(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-5-sulfooxyoxan-2-yl]oxy-10-hydroxy-2,6,13,17,17-pentamethyl-8-oxo-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icos-11-en-6-yl]-2-methyl-5-oxopentan-2-yl] acetate
• InChI: InChI=1S/C56H88O28S/c1-23-42(79-48-41(68)44(36(63)28(21-58)77-48)80-47-40(67)43(73-10)35(62)27(20-57)76-47)38(65)39(66)46(75-23)81-45-37(64)29(84-85(70,71)72)22-74-49(45)78-34-15-17-53(7)26-19-33(61)56-31(13-18-54(56,8)25(26)11-12-30(53)52(34,5)6)55(9,83-50(56)69)32(60)14-16-51(3,4)82-24(2)59/h19,23,25,27-31,33-49,57-58,61-68H,11-18,20-22H2,1-10H3,(H,70,71,72)/t23-,25-,27-,28-,29-,30+,31-,33+,34+,35-,36-,37+,38-,39-,40-,41-,42-,43+,44+,45-,46+,47+,48+,49+,53-,54+,55-,56-/m1/s1
• InChI Key: WQQZIDSXNIKKBE-GOLFXCMVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₆H₈₈O₂₈S
• Molecular Weight: 1241.30 g/mol
• Exact Mass: 1240.51828332 g/mol
• Topological Polar Surface Area (TPSA): 427.00 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -1.65
• H-Bond Acceptor: 27
• H-Bond Donor: 11
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8520	85.20%
Caco-2	-	0.8622	86.22%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5781	57.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8050	80.50%
OATP1B3 inhibitior	+	0.9232	92.32%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9627	96.27%
P-glycoprotein inhibitior	+	0.7441	74.41%
P-glycoprotein substrate	+	0.7290	72.90%
CYP3A4 substrate	+	0.7499	74.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.8419	84.19%
CYP2C9 inhibition	-	0.7439	74.39%
CYP2C19 inhibition	-	0.7127	71.27%
CYP2D6 inhibition	-	0.8707	87.07%
CYP1A2 inhibition	-	0.7395	73.95%
CYP2C8 inhibition	+	0.8003	80.03%
CYP inhibitory promiscuity	-	0.8652	86.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5700	57.00%
Carcinogenicity (trinary)	Non-required	0.5317	53.17%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.8973	89.73%
Skin irritation	-	0.7579	75.79%
Skin corrosion	-	0.9149	91.49%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7127	71.27%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6177	61.77%
skin sensitisation	-	0.8488	84.88%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8590	85.90%
Acute Oral Toxicity (c)	III	0.5825	58.25%
Estrogen receptor binding	+	0.7303	73.03%
Androgen receptor binding	+	0.7660	76.60%
Thyroid receptor binding	+	0.6885	68.85%
Glucocorticoid receptor binding	+	0.8159	81.59%
Aromatase binding	+	0.7045	70.45%
PPAR gamma	+	0.8236	82.36%
Honey bee toxicity	-	0.5998	59.98%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9882	98.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.34%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.51%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.73%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.31%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.93%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.76%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.83%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.28%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.17%	89.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	87.72%	92.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.97%	94.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.57%	97.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.50%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.44%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.56%	91.19%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.50%	91.03%
CHEMBL5028	O14672	ADAM10	84.99%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.92%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.97%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.74%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.32%	86.92%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.26%	89.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.04%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.29%	91.24%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.02%	95.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.21%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.04%	95.83%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44559161
• LOTUS: LTS0154572
• wikiData: Q105310925