[6-[[17-[1-[5-(Acetyloxymethyl)-4-ethyl-3-hydroxy-5-methyloxolan-2-yl]ethyl]-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: ea0180bb-2e8c-4104-bd8c-32bc6c5b74f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [6-[[17-[1-[5-(acetyloxymethyl)-4-ethyl-3-hydroxy-5-methyloxolan-2-yl]ethyl]-16,17-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CCC1C(C(OC1(C)COC(=O)C)C(C)C2(C(CC3C2(CCC4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)COC(=O)C)O)O)O)C)C)O)O)O
• SMILES (Isomeric): CCC1C(C(OC1(C)COC(=O)C)C(C)C2(C(CC3C2(CCC4C3=CCC5C4(CCC(C5)OC6C(C(C(C(O6)COC(=O)C)O)O)O)C)C)O)O)O
• InChI: InChI=1S/C39H62O13/c1-8-25-30(43)34(52-38(25,7)18-49-21(4)41)19(2)39(47)29(42)16-27-24-10-9-22-15-23(11-13-36(22,5)26(24)12-14-37(27,39)6)50-35-33(46)32(45)31(44)28(51-35)17-48-20(3)40/h10,19,22-23,25-35,42-47H,8-9,11-18H2,1-7H3
• InChI Key: LZDFSWIWYVSBBB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₂O₁₃
• Molecular Weight: 738.90 g/mol
• Exact Mass: 738.41904203 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 13
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9106	91.06%
Caco-2	-	0.8698	86.98%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8379	83.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8500	85.00%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7858	78.58%
P-glycoprotein inhibitior	+	0.7580	75.80%
P-glycoprotein substrate	+	0.5404	54.04%
CYP3A4 substrate	+	0.7297	72.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.7534	75.34%
CYP2C9 inhibition	-	0.8830	88.30%
CYP2C19 inhibition	-	0.9041	90.41%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.9253	92.53%
CYP2C8 inhibition	+	0.6466	64.66%
CYP inhibitory promiscuity	-	0.9264	92.64%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4720	47.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9148	91.48%
Skin irritation	+	0.6135	61.35%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4302	43.02%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5419	54.19%
skin sensitisation	-	0.9234	92.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7804	78.04%
Acute Oral Toxicity (c)	III	0.5261	52.61%
Estrogen receptor binding	+	0.7811	78.11%
Androgen receptor binding	+	0.7181	71.81%
Thyroid receptor binding	-	0.5597	55.97%
Glucocorticoid receptor binding	+	0.7191	71.91%
Aromatase binding	+	0.6903	69.03%
PPAR gamma	+	0.7284	72.84%
Honey bee toxicity	-	0.7057	70.57%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
Fish aquatic toxicity	+	0.9844	98.44%

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	98.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.60%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.15%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.81%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.60%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	90.69%	92.50%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.56%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.03%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.17%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.09%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.91%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.74%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.57%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.47%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.18%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.13%	96.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.31%	94.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.96%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.39%	82.69%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.09%	96.21%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.95%	96.77%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.86%	92.86%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.70%	94.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.55%	96.90%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.17%	91.65%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.16%	97.21%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.79%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.61%	95.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.30%	95.71%
CHEMBL5028	O14672	ADAM10	80.29%	97.50%

Plants that contains it

• Ajuga salicifolia

Cross-Links

• PubChem: 85303140
• LOTUS: LTS0106550
• wikiData: Q105159788