2-[2-[4,5-Dihydroxy-6-[(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]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: b6d2e94c-279f-444b-963c-65124f3bb760
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[2-[4,5-dihydroxy-6-[(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]oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxane-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)OC9C(C(C(CO9)O)O)O)O)O)C)C
• SMILES (Isomeric): 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)OC9C(C(C(CO9)O)O)O)O)O)C)C
• InChI: InChI=1S/C46H76O16/c1-40(2)14-15-45-21-58-46(27(45)16-40)13-9-26-42(5)11-10-29(41(3,4)25(42)8-12-43(26,6)44(46,7)17-28(45)49)61-37-35(55)32(52)24(20-57-37)60-39-36(33(53)31(51)23(18-47)59-39)62-38-34(54)30(50)22(48)19-56-38/h22-39,47-55H,8-21H2,1-7H3
• InChI Key: DYAQVNOJMUMVBF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₁₆
• Molecular Weight: 885.10 g/mol
• Exact Mass: 884.51333633 g/mol
• Topological Polar Surface Area (TPSA): 247.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 7

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	-	0.8855	88.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7962	79.62%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5276	52.76%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	-	0.5441	54.41%
CYP3A4 substrate	+	0.7376	73.76%
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	+	0.6561	65.61%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7482	74.82%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8525	85.25%
Acute Oral Toxicity (c)	I	0.7071	70.71%
Estrogen receptor binding	+	0.7757	77.57%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	-	0.5867	58.67%
Glucocorticoid receptor binding	+	0.6469	64.69%
Aromatase binding	+	0.6665	66.65%
PPAR gamma	+	0.7585	75.85%
Honey bee toxicity	-	0.5777	57.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	96.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	92.12%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.96%	94.75%
CHEMBL4302	P08183	P-glycoprotein 1	89.40%	92.98%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.22%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.86%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.56%	95.50%
CHEMBL2581	P07339	Cathepsin D	87.80%	98.95%
CHEMBL233	P35372	Mu opioid receptor	87.09%	97.93%
CHEMBL3589	P55263	Adenosine kinase	86.07%	98.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.43%	92.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.35%	95.58%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.28%	96.21%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.28%	96.38%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.27%	97.86%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.08%	96.61%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.02%	91.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.35%	91.24%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	83.12%	95.36%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.25%	92.88%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.22%	97.28%
CHEMBL259	P32245	Melanocortin receptor 4	82.15%	95.38%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.86%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.27%	95.17%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.16%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.78%	94.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.65%	96.77%
CHEMBL3714531	Q6P988	Palmitoleoyl-protein carboxylesterase NOTUM	80.64%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.52%	100.00%

Plants that contains it

• Ardisia japonica

Cross-Links

• PubChem: 162848760
• LOTUS: LTS0125463
• wikiData: Q104991291