ginsenoside C-K

Details

• Internal ID: 0a2919fa-4d90-471c-be18-19b5eeada2f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3(CCC(C4(C)C)O)C)C)O)C)OC5C(C(C(C(O5)CO)O)O)O)C
• SMILES (Isomeric): CC(=CCC[C@@](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)C)O)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C
• InChI: InChI=1S/C36H62O8/c1-20(2)10-9-14-36(8,44-31-30(42)29(41)28(40)23(19-37)43-31)21-11-16-35(7)27(21)22(38)18-25-33(5)15-13-26(39)32(3,4)24(33)12-17-34(25,35)6/h10,21-31,37-42H,9,11-19H2,1-8H3/t21-,22+,23+,24-,25+,26-,27-,28+,29-,30+,31-,33-,34+,35+,36-/m0/s1
• InChI Key: FVIZARNDLVOMSU-IRFFNABBSA-N
• Popularity: 264 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₈
• Molecular Weight: 622.90 g/mol
• Exact Mass: 622.44446893 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

• 39262-14-1
• ginsenoside CK
• ginsenoside compound K
• Ginsenoside K
• ginsenoside M1
• 20(S)-GINSENOSIDE CK
• (2s,3r,4s,5s,6r)-2-[(2s)-2-[(3s,5r,8r,9r,10r,12r,13r,14r,17s)-3,12-dihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CHEBI:77146
• 3-O-Deglucosylginsenoside F2
• Protopanaxadiol 20-O-glucoside
• CHEMBL3355096
• G8D4792Q7K
• GM1 saponin
• (2S,3R,4S,5S,6R)-2-{[(2S)-2-[(1S,3aR,3bR,5aR,7S,9aR,9bR,11R,11aR)-7,11-dihydroxy-3a,3b,6,6,9a-pentamethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]-6-methylhept-5-en-2-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IH901 cpd
• ginsenosideCK
• Compound-K
• ginsenoside-C-K
• Ginsenoside compound K; Ginsenoside K
• Ginsenoside metabolite M1
• (20S)-ginsenoside C-K
• NT3 VAN SC6
• 20-O-beta-D-glucopyranosyl-20(S)-protopanaxadiol
• UNII-G8D4792Q7K
• 20-O-(beta-D-glucopyranosyl)-20(S)-protopanaxadiol
• SCHEMBL18179307
• DTXSID60431770
• HY-N0904
• BDBM50023446
• IH 901
• MFCD07772261
• s9105
• AKOS037514664
• CCG-270260
• CS-3840
• AC-33947
• AS-82692
• G0590
• C22127
• 20-O-beta-Glucopyranosyl-20(S)-protopanaxadiol
• A873672
• Q-100455
• Q27146701
• 20-(beta-D-glucopyranosyloxy)dammar-24-ene-3beta,12-diol
• 20(S)-PROTOPANAXADIOL 20-O-.BETA.-D-GLUCOPYRANOSIDE
• 20beta-(beta-D-glucopyranosyloxy)dammar-24-ene-3beta,12beta-diol
• (20S)-20-(beta-D-Glucopyranosyloxy)dammara-24-ene-3beta,12beta-diol
• (3beta,12beta)-3,12-dihydroxydammar-24-en-20-yl beta-D-glucopyranoside
• (3.BETA.,12.BETA.)-3,12-DIHYDROXYDAMMAR-24-EN-20-YL .BETA.-D-GLUCOPYRANOSIDE
• .BETA.-D-GLUCOPYRANOSIDE, (3.BETA.,12.BETA.)-3,12-DIHYDROXYDAMMAR-24-EN-20-YL

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8156	81.56%
Caco-2	-	0.8419	84.19%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7286	72.86%
OATP2B1 inhibitior	-	0.5815	58.15%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	+	0.8549	85.49%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.7019	70.19%
P-glycoprotein inhibitior	+	0.7499	74.99%
P-glycoprotein substrate	-	0.8540	85.40%
CYP3A4 substrate	+	0.6992	69.92%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8866	88.66%
CYP2C9 inhibition	-	0.7986	79.86%
CYP2C19 inhibition	-	0.8784	87.84%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8288	82.88%
CYP2C8 inhibition	+	0.5411	54.11%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9219	92.19%
Skin irritation	-	0.5508	55.08%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7624	76.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8600	86.00%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6702	67.02%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6493	64.93%
Acute Oral Toxicity (c)	I	0.4826	48.26%
Estrogen receptor binding	+	0.5920	59.20%
Androgen receptor binding	+	0.7326	73.26%
Thyroid receptor binding	-	0.5130	51.30%
Glucocorticoid receptor binding	+	0.6243	62.43%
Aromatase binding	+	0.7098	70.98%
PPAR gamma	+	0.6575	65.75%
Honey bee toxicity	-	0.5783	57.83%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9437	94.37%

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	97.08%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.05%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.18%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.69%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.88%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.80%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.32%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.51%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.74%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.63%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.81%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.20%	96.61%
CHEMBL2581	P07339	Cathepsin D	83.88%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.47%	97.36%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.98%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	82.64%	97.79%
CHEMBL1977	P11473	Vitamin D receptor	82.40%	99.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.32%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	81.62%	98.10%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.04%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.97%	97.14%
CHEMBL5028	O14672	ADAM10	80.32%	97.50%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 9852086
• LOTUS: LTS0147249
• wikiData: Q27146701