Ginsenoside F1

Details

• Internal ID: c321b212-0d30-4ed1-a258-fd7511a76825
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-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)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(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)O)O)O)C
• InChI: InChI=1S/C36H62O9/c1-19(2)10-9-13-36(8,45-31-29(43)28(42)27(41)23(18-37)44-31)20-11-15-34(6)26(20)21(38)16-24-33(5)14-12-25(40)32(3,4)30(33)22(39)17-35(24,34)7/h10,20-31,37-43H,9,11-18H2,1-8H3/t20-,21+,22-,23+,24+,25-,26-,27+,28-,29+,30-,31-,33+,34+,35+,36-/m0/s1
• InChI Key: XNGXWSFSJIQMNC-FIYORUNESA-N
• Popularity: 43 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₉
• Molecular Weight: 638.90 g/mol
• Exact Mass: 638.43938355 g/mol
• Topological Polar Surface Area (TPSA): 160.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.30
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

• 53963-43-2
• 20(S)-ginsenoside F1
• GINSENOSIDEF1
• CHEBI:77150
• (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-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
• C36H62O9
• MFCD06410947
• (20S)-ginsenoside F1
• CHEMBL584011
• DTXSID00968777
• HY-N0598
• Ginsenoside F1, >=98% (HPLC)
• s9299
• AKOS037514665
• CCG-270314
• CS-3842
• AS-76768
• C20780
• Q-100611
• Q27146705
• (beta,6alpha,12beta)-3,6,12-trihydroxydammar-24-en-20-yl beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8156	81.56%
Caco-2	-	0.8485	84.85%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7286	72.86%
OATP2B1 inhibitior	-	0.7219	72.19%
OATP1B1 inhibitior	+	0.8363	83.63%
OATP1B3 inhibitior	+	0.8549	85.49%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6542	65.42%
BSEP inhibitior	-	0.7125	71.25%
P-glycoprotein inhibitior	+	0.7514	75.14%
P-glycoprotein substrate	-	0.7232	72.32%
CYP3A4 substrate	+	0.7068	70.68%
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	+	0.5784	57.84%
CYP inhibitory promiscuity	-	0.8889	88.89%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.5508	55.08%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7524	75.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8557	85.57%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7973	79.73%
skin sensitisation	-	0.8969	89.69%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6049	60.49%
Acute Oral Toxicity (c)	I	0.4826	48.26%
Estrogen receptor binding	+	0.6355	63.55%
Androgen receptor binding	+	0.7305	73.05%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6139	61.39%
Aromatase binding	+	0.6942	69.42%
PPAR gamma	+	0.6620	66.20%
Honey bee toxicity	-	0.5805	58.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	97.96%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.14%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.43%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.14%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.84%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.24%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.95%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.32%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.14%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.47%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.13%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.68%	82.69%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.56%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.05%	97.36%
CHEMBL2581	P07339	Cathepsin D	82.47%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	82.38%	95.38%
CHEMBL1977	P11473	Vitamin D receptor	81.93%	99.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.27%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.69%	97.79%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.61%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.28%	96.90%
CHEMBL1937	Q92769	Histone deacetylase 2	80.18%	94.75%

Plants that contains it

• Gynostemma yixingense
• Panax ginseng
• Panax notoginseng
• Panax quinquefolius

Cross-Links

• PubChem: 9809542
• NPASS: NPC160734
• ChEMBL: CHEMBL584011
• LOTUS: LTS0093105
• wikiData: Q27146705