2-[[6-[2-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-(hydroxymethyl)-4,4,8,13-tetramethyl-2,3,5,6,7,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: c241e126-cd6b-4442-8806-0045d3f208de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[[6-[2-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-(hydroxymethyl)-4,4,8,13-tetramethyl-2,3,5,6,7,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)(CCC=C(C)C)C3CCC4C3(CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)CO)C)C)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC(C)(CCC=C(C)C)C3CCC4C3(CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)O)O)CO)C)C)O)O)O)O)O)O
• InChI: InChI=1S/C54H92O22/c1-24(2)10-9-16-53(8,76-48-44(68)40(64)37(61)28(73-48)22-69-46-42(66)38(62)34(58)25(3)70-46)31-12-11-30-51(31,6)18-14-32-52(30,7)17-13-29-50(4,5)33(15-19-54(29,32)23-57)74-49-45(41(65)36(60)27(21-56)72-49)75-47-43(67)39(63)35(59)26(20-55)71-47/h10,25-49,55-68H,9,11-23H2,1-8H3
• InChI Key: XQNOWZRKEGUVAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₂
• Molecular Weight: 1093.30 g/mol
• Exact Mass: 1092.60802456 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -1.17
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6382	63.82%
Caco-2	-	0.9072	90.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7733	77.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8413	84.13%
OATP1B3 inhibitior	-	0.2200	22.00%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8721	87.21%
P-glycoprotein inhibitior	+	0.7481	74.81%
P-glycoprotein substrate	-	0.5448	54.48%
CYP3A4 substrate	+	0.7288	72.88%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9655	96.55%
CYP2C9 inhibition	-	0.8609	86.09%
CYP2C19 inhibition	-	0.8930	89.30%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8844	88.44%
CYP2C8 inhibition	+	0.7194	71.94%
CYP inhibitory promiscuity	-	0.8975	89.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6539	65.39%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9018	90.18%
Skin irritation	-	0.6432	64.32%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8317	83.17%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5531	55.31%
skin sensitisation	-	0.9031	90.31%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	-	0.8050	80.50%
Acute Oral Toxicity (c)	III	0.4516	45.16%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.6889	68.89%
Thyroid receptor binding	+	0.5376	53.76%
Glucocorticoid receptor binding	+	0.7485	74.85%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.8033	80.33%
Honey bee toxicity	-	0.5759	57.59%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9438	94.38%

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	98.63%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.05%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.58%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.48%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.19%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.04%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.53%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.37%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	90.69%	94.75%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.89%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.38%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.06%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.47%	92.94%
CHEMBL237	P41145	Kappa opioid receptor	87.15%	98.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.64%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.64%	89.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.31%	97.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.15%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.49%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.36%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.14%	95.83%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.85%	97.47%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.39%	91.03%
CHEMBL5255	O00206	Toll-like receptor 4	82.37%	92.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.32%	93.04%
CHEMBL3589	P55263	Adenosine kinase	81.63%	98.05%
CHEMBL221	P23219	Cyclooxygenase-1	81.49%	90.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.35%	96.90%
CHEMBL259	P32245	Melanocortin receptor 4	81.29%	95.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.01%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.82%	99.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.58%	95.58%
CHEMBL5028	O14672	ADAM10	80.24%	97.50%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 162933853
• LOTUS: LTS0113931
• wikiData: Q105339903