[(2R,3S,4S,5R,6R)-6-[[(3S,5S,10S,13R,17R)-17-[(1R,2S,4S,5S,6R,8S,11S)-1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 3535fc6c-e74e-421a-a75b-a71513635f45
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[[(3S,5S,10S,13R,17R)-17-[(1R,2S,4S,5S,6R,8S,11S)-1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• InChI: InChI=1S/C43H64O17/c1-18-16-54-42(5)43(18,52)36-34(60-42)28(37(51)59-36)25-9-8-23-22-7-6-20-14-21(10-12-40(20,3)24(22)11-13-41(23,25)4)55-39-35(32(49)30(47)27(57-39)17-53-19(2)45)58-38-33(50)31(48)29(46)26(15-44)56-38/h8,18,20-21,25-39,44,46-52H,6-7,9-17H2,1-5H3/t18-,20-,21-,25+,26+,27+,28-,29-,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40-,41-,42-,43+/m0/s1
• InChI Key: XECZGHYNEQOORF-RAUBYHGJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₄O₁₇
• Molecular Weight: 853.00 g/mol
• Exact Mass: 852.41435057 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.06
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8456	84.56%
Caco-2	-	0.8860	88.60%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8588	85.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8274	82.74%
OATP1B3 inhibitior	+	0.8601	86.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9440	94.40%
P-glycoprotein inhibitior	+	0.7396	73.96%
P-glycoprotein substrate	+	0.6409	64.09%
CYP3A4 substrate	+	0.7461	74.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.9357	93.57%
CYP2C9 inhibition	-	0.9139	91.39%
CYP2C19 inhibition	-	0.9210	92.10%
CYP2D6 inhibition	-	0.9402	94.02%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	+	0.7595	75.95%
CYP inhibitory promiscuity	-	0.8687	86.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5468	54.68%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.5582	55.82%
Skin corrosion	-	0.9414	94.14%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.3626	36.26%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6055	60.55%
skin sensitisation	-	0.9269	92.69%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6963	69.63%
Acute Oral Toxicity (c)	I	0.6455	64.55%
Estrogen receptor binding	+	0.8339	83.39%
Androgen receptor binding	+	0.7481	74.81%
Thyroid receptor binding	-	0.5427	54.27%
Glucocorticoid receptor binding	+	0.7098	70.98%
Aromatase binding	+	0.6710	67.10%
PPAR gamma	+	0.7496	74.96%
Honey bee toxicity	-	0.6288	62.88%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9687	96.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.66%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.07%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.82%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.39%	96.61%
CHEMBL1951	P21397	Monoamine oxidase A	92.16%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.91%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.84%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.84%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.23%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.49%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.43%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.31%	94.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.15%	94.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.53%	94.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.29%	94.80%
CHEMBL1914	P06276	Butyrylcholinesterase	85.46%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.12%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.78%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.98%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	83.50%	92.50%
CHEMBL5028	O14672	ADAM10	83.04%	97.50%
CHEMBL1937	Q92769	Histone deacetylase 2	82.99%	94.75%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.52%	94.00%
CHEMBL1871	P10275	Androgen Receptor	82.34%	96.43%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.23%	96.77%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.12%	93.04%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.90%	97.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.85%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.16%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.93%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.76%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.20%	94.08%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.14%	96.95%

Plants that contains it

• Vernonia colorata

Cross-Links

• PubChem: 162896479
• LOTUS: LTS0160248
• wikiData: Q105326259