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]-6,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ff0638da-d429-4a6f-907d-ee1178dc3df8
• 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]-6,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[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(CC3C2(CC(C4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)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(CC3C2(CC(C4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)O)C)OC7C(C(C(C(O7)COC8C(C(C(O8)CO)O)O)O)O)O)C
• InChI: InChI=1S/C53H90O23/c1-22(2)10-9-13-53(8,76-47-42(68)38(64)36(62)29(73-47)21-69-45-40(66)35(61)28(20-56)70-45)23-11-15-51(6)32(23)24(57)16-30-50(5)14-12-31(49(3,4)44(50)25(58)17-52(30,51)7)74-48-43(39(65)34(60)27(19-55)72-48)75-46-41(67)37(63)33(59)26(18-54)71-46/h10,23-48,54-68H,9,11-21H2,1-8H3
• InChI Key: CNHRRMQBWQJRPN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₀O₂₃
• Molecular Weight: 1095.30 g/mol
• Exact Mass: 1094.58728911 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -2.59
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• 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	-	0.9287	92.87%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8193	81.93%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8684	86.84%
P-glycoprotein inhibitior	+	0.7520	75.20%
P-glycoprotein substrate	-	0.6076	60.76%
CYP3A4 substrate	+	0.7312	73.12%
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	+	0.6960	69.60%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.5769	57.69%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8679	86.79%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7734	77.34%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5741	57.41%
Acute Oral Toxicity (c)	I	0.6698	66.98%
Estrogen receptor binding	+	0.7945	79.45%
Androgen receptor binding	+	0.7468	74.68%
Thyroid receptor binding	+	0.5612	56.12%
Glucocorticoid receptor binding	+	0.7492	74.92%
Aromatase binding	+	0.6581	65.81%
PPAR gamma	+	0.7954	79.54%
Honey bee toxicity	-	0.5489	54.89%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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	98.41%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.12%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	96.02%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.14%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.59%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.09%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.01%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.00%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.76%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	90.34%	95.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.95%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.20%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.11%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.33%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.03%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.68%	100.00%
CHEMBL259	P32245	Melanocortin receptor 4	85.32%	95.38%
CHEMBL1937	Q92769	Histone deacetylase 2	84.01%	94.75%
CHEMBL2996	Q05655	Protein kinase C delta	83.82%	97.79%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.28%	96.90%
CHEMBL220	P22303	Acetylcholinesterase	83.21%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.12%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.07%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.06%	89.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.94%	95.58%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.17%	82.69%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.70%	92.62%
CHEMBL1871	P10275	Androgen Receptor	81.18%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.64%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	80.56%	99.43%
CHEMBL5255	O00206	Toll-like receptor 4	80.50%	92.50%
CHEMBL2581	P07339	Cathepsin D	80.13%	98.95%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 78109419
• LOTUS: LTS0178519
• wikiData: Q104965796