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

Details

• Internal ID: e9e45168-9ef7-40da-8d4b-44572a68001d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-17-[(2S)-6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-6-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)CCCC(C)(C1CCC2(C1C(CC3C2(CC(C4C3(CCC(C4(C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)OC6C(C(C(C(O6)CO)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@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
• InChI: InChI=1S/C42H72O14/c1-20(2)10-9-13-42(8,56-37-34(52)32(50)30(48)25(19-44)55-37)21-11-15-40(6)28(21)22(45)16-26-39(5)14-12-27(46)38(3,4)35(39)23(17-41(26,40)7)53-36-33(51)31(49)29(47)24(18-43)54-36/h21-37,43-52H,1,9-19H2,2-8H3/t21-,22+,23-,24+,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36+,37-,39+,40+,41+,42-/m0/s1
• InChI Key: YJHFMTYWOUMCFA-HHNZYBFYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₄
• Molecular Weight: 801.00 g/mol
• Exact Mass: 800.49220697 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.12
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6672	66.72%
Caco-2	-	0.8757	87.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6775	67.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	+	0.8181	81.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6489	64.89%
P-glycoprotein inhibitior	+	0.7357	73.57%
P-glycoprotein substrate	-	0.5934	59.34%
CYP3A4 substrate	+	0.7259	72.59%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9292	92.92%
CYP2C9 inhibition	-	0.8423	84.23%
CYP2C19 inhibition	-	0.8753	87.53%
CYP2D6 inhibition	-	0.9370	93.70%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.6111	61.11%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9082	90.82%
Skin irritation	-	0.5726	57.26%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7653	76.53%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.7463	74.63%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6658	66.58%
Acute Oral Toxicity (c)	I	0.5121	51.21%
Estrogen receptor binding	+	0.6497	64.97%
Androgen receptor binding	+	0.7386	73.86%
Thyroid receptor binding	-	0.5428	54.28%
Glucocorticoid receptor binding	+	0.5815	58.15%
Aromatase binding	+	0.6530	65.30%
PPAR gamma	+	0.7064	70.64%
Honey bee toxicity	-	0.6149	61.49%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9570	95.70%

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	98.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.62%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.35%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.90%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.61%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.79%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.53%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	89.33%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.85%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.65%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.32%	92.94%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.96%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.91%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.59%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.20%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.94%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.16%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	83.14%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.91%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.80%	91.49%
CHEMBL5255	O00206	Toll-like receptor 4	81.79%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.48%	97.14%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	80.51%	94.01%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.50%	95.89%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.34%	97.86%

Plants that contains it

• Panax ginseng
• Panax notoginseng

Cross-Links

• PubChem: 162947301
• LOTUS: LTS0114714
• wikiData: Q105349260