(2S,3R,4S,5S,6R)-2-[(3S,4S,5R,6S)-4-hydroxy-6-[[(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 6e6c0ef9-d974-4753-8a6b-a83e8edc45ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(3S,4S,5R,6S)-4-hydroxy-6-[[(1S,2R,4S,5R,8R,10S,13R,14R,17S,18R)-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC23COC4(C2C1)CCC5C6(CCC(C(C6CCC5(C4(CC3O)C)C)(C)C)OC7C(C(C(CO7)OC8C(C(C(C(O8)CO)O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC[C@@]45[C@]3(C[C@H]([C@@]6([C@H]4CC(CC6)(C)C)CO5)O)C)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)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O
• InChI: InChI=1S/C47H78O17/c1-41(2)14-15-46-21-59-47(27(46)16-41)13-9-26-43(5)11-10-29(42(3,4)25(43)8-12-44(26,6)45(47,7)17-28(46)50)63-40-37(64-39-36(57)34(55)31(52)23(19-49)61-39)32(53)24(20-58-40)62-38-35(56)33(54)30(51)22(18-48)60-38/h22-40,48-57H,8-21H2,1-7H3/t22-,23-,24+,25+,26-,27-,28-,29+,30-,31-,32+,33+,34+,35-,36-,37-,38+,39+,40+,43+,44-,45+,46-,47+/m1/s1
• InChI Key: ICXFYZHWRHUXGN-DDMRXLIQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₇
• Molecular Weight: 915.10 g/mol
• Exact Mass: 914.52390102 g/mol
• Topological Polar Surface Area (TPSA): 267.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5489	54.89%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8091	80.91%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.6697	66.97%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	-	0.6129	61.29%
CYP3A4 substrate	+	0.7335	73.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9474	94.74%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8572	85.72%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	+	0.6325	63.25%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6992	69.92%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7502	75.02%
Acute Oral Toxicity (c)	I	0.7071	70.71%
Estrogen receptor binding	+	0.7564	75.64%
Androgen receptor binding	+	0.7488	74.88%
Thyroid receptor binding	-	0.5828	58.28%
Glucocorticoid receptor binding	+	0.6047	60.47%
Aromatase binding	+	0.6516	65.16%
PPAR gamma	+	0.7368	73.68%
Honey bee toxicity	-	0.5702	57.02%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8283	82.83%

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	94.07%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.96%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.02%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.31%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.74%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.66%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.83%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.26%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.12%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.11%	95.50%
CHEMBL4302	P08183	P-glycoprotein 1	85.01%	92.98%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	84.07%	95.17%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.88%	91.03%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.32%	97.53%
CHEMBL233	P35372	Mu opioid receptor	83.29%	97.93%
CHEMBL1937	Q92769	Histone deacetylase 2	82.48%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.22%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.20%	96.61%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.87%	97.28%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.86%	100.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.57%	98.99%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.31%	97.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.02%	92.62%
CHEMBL259	P32245	Melanocortin receptor 4	80.80%	95.38%

Plants that contains it

• Ardisia japonica

Cross-Links

• PubChem: 56598200
• NPASS: NPC18724