2-[2-[[17-[2-[6-[[3,4-Dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,10,14-tetramethyl-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 9b126d27-8e92-4f34-9b24-06e6c054e3ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[2-[[17-[2-[6-[[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-methylhept-5-en-2-yl]-12-hydroxy-4,4,10,14-tetramethyl-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2(C1C(CC3C2CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
• InChI: InChI=1S/C52H88O22/c1-22(2)9-8-14-52(7,74-47-43(66)39(62)37(60)30(71-47)21-67-45-41(64)36(59)29(20-55)68-45)24-12-15-51(6)23-10-11-31-49(3,4)32(13-16-50(31,5)25(23)17-26(56)33(24)51)72-48-44(40(63)35(58)28(19-54)70-48)73-46-42(65)38(61)34(57)27(18-53)69-46/h9,23-48,53-66H,8,10-21H2,1-7H3
• InChI Key: VRZCOXDMMILAJA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₈O₂₂
• Molecular Weight: 1065.20 g/mol
• Exact Mass: 1064.57672443 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -1.95
• 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	+	0.7395	73.95%
Caco-2	-	0.9248	92.48%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8244	82.44%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8423	84.23%
P-glycoprotein inhibitior	+	0.7526	75.26%
P-glycoprotein substrate	-	0.6393	63.93%
CYP3A4 substrate	+	0.7318	73.18%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9226	92.26%
CYP2C9 inhibition	-	0.8642	86.42%
CYP2C19 inhibition	-	0.9010	90.10%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.6696	66.96%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9025	90.25%
Skin irritation	-	0.5769	57.69%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8669	86.69%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7093	70.93%
Acute Oral Toxicity (c)	I	0.6698	66.98%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.7198	71.98%
Thyroid receptor binding	+	0.5503	55.03%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	+	0.6611	66.11%
PPAR gamma	+	0.7933	79.33%
Honey bee toxicity	-	0.5495	54.95%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9306	93.06%

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	98.33%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.57%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	94.71%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.81%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.39%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.84%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.14%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.22%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.10%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.48%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.43%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.33%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	86.35%	97.79%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.07%	95.58%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.06%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.17%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.89%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.61%	93.04%
CHEMBL1951	P21397	Monoamine oxidase A	83.80%	91.49%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.71%	96.90%
CHEMBL5255	O00206	Toll-like receptor 4	83.25%	92.50%
CHEMBL259	P32245	Melanocortin receptor 4	82.42%	95.38%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.28%	95.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.27%	92.62%
CHEMBL5028	O14672	ADAM10	81.22%	97.50%
CHEMBL233	P35372	Mu opioid receptor	81.01%	97.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.91%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.54%	95.83%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.06%	100.00%

Plants that contains it

• Panax ginseng
• Panax quinquefolius

Cross-Links

• PubChem: 44181925
• NPASS: NPC284932