(2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-6-en-2-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: cf2068ee-b52c-415c-b7af-bb793739aa92
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2R)-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-6-en-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(=C)CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)O)C)O)C)OC5C(C(C(C(O5)COC6C(C(C(O6)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=C)CCC[C@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)O)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO[C@H]6[C@@H]([C@H]([C@@H](O6)CO)O)O)O)O)O
• InChI: InChI=1S/C41H70O13/c1-20(2)10-9-13-41(8,54-36-33(50)31(48)30(47)25(53-36)19-51-35-32(49)29(46)24(18-42)52-35)21-11-15-39(6)28(21)22(43)16-26-38(5)14-12-27(45)37(3,4)34(38)23(44)17-40(26,39)7/h21-36,42-50H,1,9-19H2,2-8H3/t21-,22+,23-,24-,25+,26+,27-,28-,29-,30+,31-,32+,33+,34-,35+,36-,38+,39+,40+,41+/m0/s1
• InChI Key: CQYRBPLLGAXIBN-MGWAXNKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₃
• Molecular Weight: 771.00 g/mol
• Exact Mass: 770.48164228 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7184	71.84%
Caco-2	-	0.8837	88.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7067	70.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.8777	87.77%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7556	75.56%
P-glycoprotein substrate	-	0.5245	52.45%
CYP3A4 substrate	+	0.7273	72.73%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8964	89.64%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.8748	87.48%
CYP2D6 inhibition	-	0.9276	92.76%
CYP1A2 inhibition	-	0.8879	88.79%
CYP2C8 inhibition	+	0.6479	64.79%
CYP inhibitory promiscuity	-	0.9225	92.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.5511	55.11%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.8154	81.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7763	77.63%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6272	62.72%
Acute Oral Toxicity (c)	I	0.6018	60.18%
Estrogen receptor binding	+	0.6990	69.90%
Androgen receptor binding	+	0.7391	73.91%
Thyroid receptor binding	-	0.5645	56.45%
Glucocorticoid receptor binding	+	0.5906	59.06%
Aromatase binding	+	0.6865	68.65%
PPAR gamma	+	0.7102	71.02%
Honey bee toxicity	-	0.6212	62.12%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9641	96.41%

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	98.98%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.89%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.94%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.81%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.59%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	96.21%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	95.06%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.63%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.23%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.43%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.34%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.22%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.64%	95.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.81%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.51%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.90%	92.94%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	85.82%	92.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.96%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.41%	100.00%
CHEMBL1871	P10275	Androgen Receptor	83.40%	96.43%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.38%	97.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.26%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.94%	89.05%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.82%	96.90%
CHEMBL259	P32245	Melanocortin receptor 4	81.54%	95.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.38%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.23%	89.00%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 162879430
• LOTUS: LTS0101759
• wikiData: Q104968377