Ginsenoside F2

Details

• Internal ID: fb33ce6e-471a-4312-9091-c6f223254174
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-12-hydroxy-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-5-en-2-yl]-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]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)O)C)C)O)C)OC6C(C(C(C(O6)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@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)O)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
• InChI: InChI=1S/C42H72O13/c1-21(2)10-9-14-42(8,55-37-35(51)33(49)31(47)25(20-44)53-37)22-11-16-41(7)29(22)23(45)18-27-39(5)15-13-28(38(3,4)26(39)12-17-40(27,41)6)54-36-34(50)32(48)30(46)24(19-43)52-36/h10,22-37,43-51H,9,11-20H2,1-8H3/t22-,23+,24+,25+,26-,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-,37-,39-,40+,41+,42-/m0/s1
• InChI Key: SWIROVJVGRGSPO-JBVRGBGGSA-N
• Popularity: 44 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₂O₁₃
• Molecular Weight: 785.00 g/mol
• Exact Mass: 784.49729235 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

• 62025-49-4
• ginsenoside-F2
• CHEMBL1095007
• CHEBI:77145
• 20(S)-Ginsenoside-F2
• (20S)-ginsenoside F2
• SCHEMBL17576511
• DTXSID20432763
• SWIROVJVGRGSPO-JBVRGBGGSA-N
• BDBM50317538
• MFCD06410948
• s9044
• AKOS037514666
• CCG-270474
• MS-31437
• HY-125848
• CS-0009605
• C20779
• Q-100717
• Q27146699
• 3beta,20-bis(beta-D-glucopyranosyloxy)dammar-24-en-12beta-ol
• (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5R,8R,9R,10R,12R,13R,14R, 17S)-12-hydroxy-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-5-en-2-yl]-2, 3,5,6,7,9,11,12,13,15,16, 17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
• (3beta,12beta)-20-(beta-D-glucopyranosyloxy)-12-hydroxydammar-24-en-3-yl beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7937	79.37%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7024	70.24%
P-glycoprotein inhibitior	+	0.8093	80.93%
P-glycoprotein substrate	-	0.8764	87.64%
CYP3A4 substrate	+	0.7097	70.97%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.6043	60.43%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7789	77.89%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6155	61.55%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6067	60.67%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7237	72.37%
Androgen receptor binding	+	0.7364	73.64%
Thyroid receptor binding	-	0.5626	56.26%
Glucocorticoid receptor binding	+	0.6491	64.91%
Aromatase binding	+	0.6752	67.52%
PPAR gamma	+	0.7276	72.76%
Honey bee toxicity	-	0.5587	55.87%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	97.03%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.57%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.14%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.66%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.31%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.63%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.18%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	86.53%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.49%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.43%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.33%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.11%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.21%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	82.50%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.19%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.92%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.82%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	80.95%	95.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.38%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.06%	89.00%
CHEMBL5028	O14672	ADAM10	80.03%	97.50%

Plants that contains it

• Aralia elata
• Gynostemma pentaphyllum
• Panax ginseng
• Panax notoginseng
• Panax quinquefolius

Cross-Links

• PubChem: 9918692
• NPASS: NPC31907
• LOTUS: LTS0093069
• wikiData: Q27146699