ginsenoside F5

Details

• Internal ID: b6051b06-b263-48c6-a81c-8ac4054dde36
• 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-[(2S)-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-5-en-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(=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)C
• SMILES (Isomeric): CC(=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)C
• 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/h10,21-36,42-50H,9,11-19H2,1-8H3/t21-,22+,23-,24-,25+,26+,27-,28-,29-,30+,31-,32+,33+,34-,35+,36-,38+,39+,40+,41-/m0/s1
• InChI Key: KWRQPASKWCJCPI-DOGUGFTJSA-N
• Popularity: 1 reference 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: 2.70
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

• 189513-26-6
• (2R,3S,4S,5R,6S)-2-[[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-[(2S)-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-5-en-2-yl]oxyoxane-3,4,5-triol
• CHEBI:176313
• AKOS040760422
• MS-31398
• HY-108277
• CS-0027976

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7395	73.95%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7487	74.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8343	83.43%
OATP1B3 inhibitior	+	0.8885	88.85%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5290	52.90%
P-glycoprotein inhibitior	+	0.7817	78.17%
P-glycoprotein substrate	-	0.6295	62.95%
CYP3A4 substrate	+	0.7168	71.68%
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	+	0.6416	64.16%
CYP inhibitory promiscuity	-	0.9197	91.97%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5717	57.17%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9123	91.23%
Skin irritation	-	0.5769	57.69%
Skin corrosion	-	0.9449	94.49%
Ames mutagenesis	-	0.7554	75.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8004	80.04%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7993	79.93%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5591	55.91%
Acute Oral Toxicity (c)	I	0.6698	66.98%
Estrogen receptor binding	+	0.7310	73.10%
Androgen receptor binding	+	0.7340	73.40%
Thyroid receptor binding	-	0.5632	56.32%
Glucocorticoid receptor binding	+	0.6345	63.45%
Aromatase binding	+	0.6994	69.94%
PPAR gamma	+	0.7250	72.50%
Honey bee toxicity	-	0.5929	59.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	98.36%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.23%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.76%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.65%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.77%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.42%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.31%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.71%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.24%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.58%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.71%	82.69%
CHEMBL1914	P06276	Butyrylcholinesterase	85.43%	95.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.31%	92.94%
CHEMBL2996	Q05655	Protein kinase C delta	84.04%	97.79%
CHEMBL259	P32245	Melanocortin receptor 4	83.96%	95.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.52%	97.36%
CHEMBL1937	Q92769	Histone deacetylase 2	83.40%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.35%	96.90%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.27%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.62%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%
CHEMBL1871	P10275	Androgen Receptor	82.09%	96.43%
CHEMBL1977	P11473	Vitamin D receptor	82.08%	99.43%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.43%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.12%	100.00%

Plants that contains it

• Panax ginseng
• Panax quinquefolius

Cross-Links

• PubChem: 46887590
• NPASS: NPC20731
• LOTUS: LTS0215042
• wikiData: Q105147075