3-[[3,4-Dihydroxy-5-[5-hydroxy-2-[[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]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxyoxolan-2-yl]methoxy]-3-oxopropanoic acid

Details

• Internal ID: 03e6af0f-0007-41dc-b36e-f516e66060e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-[[3,4-dihydroxy-5-[5-hydroxy-2-[[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]-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxyoxolan-2-yl]methoxy]-3-oxopropanoic acid
• InChI: InChI=1S/C49H76O20/c1-22(2)14-23-16-47(7,60)40-24-8-9-29-45(5)12-11-30(44(3,4)28(45)10-13-46(29,6)48(24)20-49(40,69-23)63-21-48)66-43-39(68-41-36(58)34(56)27(65-41)19-61-32(54)15-31(52)53)38(25(51)18-62-43)67-42-37(59)35(57)33(55)26(17-50)64-42/h14,23-30,33-43,50-51,55-60H,8-13,15-21H2,1-7H3,(H,52,53)
• InChI Key: JFGJFDHXXKGFOP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₂₀
• Molecular Weight: 985.10 g/mol
• Exact Mass: 984.49299481 g/mol
• Topological Polar Surface Area (TPSA): 299.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.63
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7917	79.17%
Caco-2	-	0.8789	87.89%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8458	84.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8175	81.75%
OATP1B3 inhibitior	+	0.8881	88.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8601	86.01%
P-glycoprotein inhibitior	+	0.7500	75.00%
P-glycoprotein substrate	+	0.6115	61.15%
CYP3A4 substrate	+	0.7552	75.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8845	88.45%
CYP3A4 inhibition	-	0.8360	83.60%
CYP2C9 inhibition	-	0.8351	83.51%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.9135	91.35%
CYP2C8 inhibition	+	0.7574	75.74%
CYP inhibitory promiscuity	-	0.9470	94.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5431	54.31%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.5151	51.51%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7455	74.55%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9076	90.76%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8063	80.63%
Acute Oral Toxicity (c)	I	0.4634	46.34%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.7585	75.85%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7528	75.28%
Aromatase binding	+	0.6368	63.68%
PPAR gamma	+	0.8013	80.13%
Honey bee toxicity	-	0.6048	60.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9655	96.55%

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	98.07%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	97.21%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	97.09%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.91%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.15%	91.24%
CHEMBL2581	P07339	Cathepsin D	92.11%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	91.26%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.24%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	91.10%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	91.05%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	89.42%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.00%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.40%	97.09%
CHEMBL5028	O14672	ADAM10	87.26%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.26%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.85%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.47%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.37%	93.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.04%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.98%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	84.43%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.79%	97.28%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.73%	96.47%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.68%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.40%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.72%	96.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.72%	95.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.52%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.08%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.88%	95.89%
CHEMBL2094128	P24941	Cyclin-dependent kinase 2/cyclin A	81.71%	97.25%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.69%	97.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.96%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.72%	97.86%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.35%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.35%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.34%	95.89%

Plants that contains it

• Colubrina retusa

Cross-Links

• PubChem: 85221225
• LOTUS: LTS0030108
• wikiData: Q105020160