ginsenoside Rk1

Details

• Internal ID: 5d528581-6d4c-4235-a69a-17650f5b1383
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(=C)C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)O)C)C
• SMILES (Isomeric): CC(=CCCC(=C)[C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)C
• InChI: InChI=1S/C42H70O12/c1-21(2)10-9-11-22(3)23-12-16-42(8)30(23)24(45)18-28-40(6)15-14-29(39(4,5)27(40)13-17-41(28,42)7)53-38-36(34(49)32(47)26(20-44)52-38)54-37-35(50)33(48)31(46)25(19-43)51-37/h10,23-38,43-50H,3,9,11-20H2,1-2,4-8H3/t23-,24-,25-,26-,27+,28-,29+,30+,31-,32-,33+,34+,35-,36-,37+,38+,40+,41-,42-/m1/s1
• InChI Key: KWDWBAISZWOAHD-MHOSXIPRSA-N
• Popularity: 36 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₂
• Molecular Weight: 767.00 g/mol
• Exact Mass: 766.48672766 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 2.95
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

• 494753-69-4
• Ginsenoside Rk1 (Rk1:Rz1=5:2)
• (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-4,4,8,10,14-pentamethyl-17-(6-methylhepta-1,5-dien-2-yl)-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• Gisenoside Rk1
• CHEMBL251235
• SCHEMBL20904220
• HY-N2515
• s9210
• AKOS030530159
• CCG-270453
• AC-34688
• MS-31383
• CS-0022786
• b-D-Glucopyranoside, (3b,12b)-12-hydroxydammara-20,24-dien-3-yl2-O-b-D-glucopyranosyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6672	66.72%
Caco-2	-	0.8839	88.39%
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	+	0.8086	80.86%
OATP1B3 inhibitior	+	0.8181	81.81%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7245	72.45%
P-glycoprotein inhibitior	+	0.7796	77.96%
P-glycoprotein substrate	-	0.8077	80.77%
CYP3A4 substrate	+	0.7252	72.52%
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	+	0.6247	62.47%
CYP inhibitory promiscuity	-	0.9433	94.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9128	91.28%
Skin irritation	-	0.5726	57.26%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.7954	79.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8696	86.96%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.9036	90.36%
skin sensitisation	-	0.8862	88.62%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.4531	45.31%
Acute Oral Toxicity (c)	I	0.5121	51.21%
Estrogen receptor binding	+	0.7668	76.68%
Androgen receptor binding	+	0.7539	75.39%
Thyroid receptor binding	-	0.5952	59.52%
Glucocorticoid receptor binding	+	0.6371	63.71%
Aromatase binding	+	0.6857	68.57%
PPAR gamma	+	0.7261	72.61%
Honey bee toxicity	-	0.5351	53.51%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
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	97.95%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.11%	95.58%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.32%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.70%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.34%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.32%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.17%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	87.82%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.75%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.48%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.34%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.08%	100.00%
CHEMBL233	P35372	Mu opioid receptor	83.37%	97.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.26%	95.83%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.10%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	83.03%	92.50%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.49%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	82.29%	97.79%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	82.20%	91.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.18%	86.33%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.11%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	81.89%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	81.67%	95.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.17%	92.62%
CHEMBL3589	P55263	Adenosine kinase	80.29%	98.05%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.23%	82.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.18%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.17%	95.89%

Plants that contains it

• Achillea clypeolata
• Athanasia crithmifolia
• Berberis julianae
• Bridelia ferruginea
• Bystropogon origanifolius
• Cardamine heptaphylla
• Centella asiatica
• Cerbera odollam
• Cneorum pulverulentum
• Codonocarpus attenuatus
• Crateva magna
• Diospyros verrucosa
• Euonymus nanoides
• Jacobaea subalpina
• Nepeta multifida
• Panax ginseng
• Panax notoginseng
• Panax quinquefolius
• Pleogyne australis
• Polygala amara
• Pyrola decorata
• Quercus serrata
• Rubus allegheniensis
• Salvia abrotanoides
• Stephania sutchuenensis
• Swertia japonica
• Tetraneuris acaulis
• Unonopsis glaucopetala
• Zieria smithii

Cross-Links

• PubChem: 11499198
• NPASS: NPC312553
• LOTUS: LTS0122208
• wikiData: Q105146880