[(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-3-yl] acetate

Details

• Internal ID: 6284e15d-5288-4e25-bb60-d17846776f2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5S)-5-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2-[[(1S,2R,5R,7S,10R,11R,14R,15S,16S,18R,20S)-16-hydroxy-2,6,6,10,16-pentamethyl-18-(2-methylprop-1-enyl)-19,21-dioxahexacyclo[18.2.1.01,14.02,11.05,10.015,20]tricosan-7-yl]oxy]oxan-3-yl] acetate
• SMILES (Canonical): CC(=CC1CC(C2C3CCC4C5(CCC(C(C5CCC4(C36CC2(O1)OC6)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(CO9)O)O)O)O)OC(=O)C)C)(C)O)C
• SMILES (Isomeric): CC(=C[C@H]1C[C@]([C@@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@]36C[C@@]2(O1)OC6)C)(C)C)O[C@H]7[C@@H]([C@H]([C@H](CO7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)OC(=O)C)C)(C)O)C
• InChI: InChI=1S/C48H76O18/c1-22(2)15-24-16-46(8,57)39-25-9-10-30-44(6)13-12-31(43(4,5)29(44)11-14-45(30,7)47(25)20-48(39,66-24)60-21-47)64-41-37(61-23(3)50)34(54)28(19-59-41)63-42-38(35(55)33(53)27(17-49)62-42)65-40-36(56)32(52)26(51)18-58-40/h15,24-42,49,51-57H,9-14,16-21H2,1-8H3/t24-,25+,26+,27+,28-,29-,30+,31-,32-,33+,34-,35-,36+,37+,38+,39-,40-,41-,42-,44-,45+,46-,47-,48-/m0/s1
• InChI Key: GMXFLRRGERPSCK-WKQWSFPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₈
• Molecular Weight: 941.10 g/mol
• Exact Mass: 940.50316557 g/mol
• Topological Polar Surface Area (TPSA): 262.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 18
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8137	81.37%
Caco-2	-	0.8846	88.46%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8257	82.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	+	0.8554	85.54%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9010	90.10%
P-glycoprotein inhibitior	+	0.7524	75.24%
P-glycoprotein substrate	+	0.5912	59.12%
CYP3A4 substrate	+	0.7604	76.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.9125	91.25%
CYP2C9 inhibition	-	0.8593	85.93%
CYP2C19 inhibition	-	0.9082	90.82%
CYP2D6 inhibition	-	0.9284	92.84%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.7526	75.26%
CYP inhibitory promiscuity	-	0.9341	93.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9062	90.62%
Skin irritation	-	0.5278	52.78%
Skin corrosion	-	0.9431	94.31%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8019	80.19%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9003	90.03%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8320	83.20%
Acute Oral Toxicity (c)	I	0.5503	55.03%
Estrogen receptor binding	+	0.8205	82.05%
Androgen receptor binding	+	0.7559	75.59%
Thyroid receptor binding	-	0.4915	49.15%
Glucocorticoid receptor binding	+	0.7638	76.38%
Aromatase binding	+	0.6467	64.67%
PPAR gamma	+	0.8026	80.26%
Honey bee toxicity	-	0.5711	57.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
Fish aquatic toxicity	+	0.9512	95.12%

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	97.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	95.40%	91.24%
CHEMBL2581	P07339	Cathepsin D	93.31%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.75%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	91.47%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.34%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	90.47%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	90.40%	97.28%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.87%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	88.74%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.57%	98.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.78%	96.61%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.73%	97.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.70%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.53%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.47%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.35%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	86.31%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.68%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.35%	94.33%
CHEMBL325	Q13547	Histone deacetylase 1	85.34%	95.92%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	84.00%	95.36%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.82%	96.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.45%	89.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.42%	97.09%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	83.41%	85.30%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.21%	91.07%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.16%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.08%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.96%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.44%	97.86%
CHEMBL5028	O14672	ADAM10	81.70%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.69%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.41%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.38%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.85%	93.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.79%	100.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.63%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.32%	82.50%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.01%	98.99%

Plants that contains it

• Zanthoxylum schinifolium

Cross-Links

• PubChem: 11968373
• NPASS: NPC300830