20-Glucoginsenoside RF

Details

• Internal ID: 55a9813f-4f34-4593-a554-d0cfd88f256c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-2-[[(6R,10R,12S,14R,17S)-3,12-dihydroxy-4,4,10,14,15-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]-1,2,3,5,6,7,8,9,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-6-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CC(C2C1(C3CC(C4C(C(CCC4(C3CC2O)C)O)(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)C(C)(CCC=C(C)C)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): CC1C[C@@H](C2[C@]1(C3C[C@H](C4[C@@](C3C[C@@H]2O)(CCC(C4(C)C)O)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@](C)(CCC=C(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C48H82O19/c1-20(2)10-9-12-47(7,67-43-39(61)36(58)33(55)28(18-50)64-43)24-14-21(3)48(8)23-16-26(41-45(4,5)30(53)11-13-46(41,6)22(23)15-25(52)31(24)48)62-44-40(37(59)34(56)29(19-51)65-44)66-42-38(60)35(57)32(54)27(17-49)63-42/h10,21-44,49-61H,9,11-19H2,1-8H3/t21?,22?,23?,24-,25-,26+,27+,28+,29+,30?,31?,32+,33+,34+,35-,36-,37-,38+,39+,40+,41?,42-,43-,44+,46+,47-,48+/m0/s1
• InChI Key: KVHFYBWKXJPMMM-MGBLTDNXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₁₉
• Molecular Weight: 963.20 g/mol
• Exact Mass: 962.54503038 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 19
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

• beta-D-Glucopyranoside, (3-beta,6-alpha,12-beta)-20-(beta-D-glucopyranosyloxy)-3,12-dihydroxydammar-24-en-6-yl 2-O-beta-D-glucopyranosyl-
• 2'-O-Glucoginsenoside-Rf
• C48H82O19
• C48-H82-O19
• LS-71530

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8905	89.05%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6218	62.18%
P-glycoprotein inhibitior	+	0.7665	76.65%
P-glycoprotein substrate	-	0.5548	55.48%
CYP3A4 substrate	+	0.7285	72.85%
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	+	0.6329	63.29%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7808	78.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.8010	80.10%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5701	57.01%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8875	88.75%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.7053	70.53%
Thyroid receptor binding	-	0.5402	54.02%
Glucocorticoid receptor binding	+	0.6595	65.95%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.7692	76.92%
Honey bee toxicity	-	0.5632	56.32%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	98.02%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.15%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.92%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.50%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.24%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.28%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.39%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.38%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.79%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.20%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.31%	96.61%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.51%	96.90%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.38%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.37%	97.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.69%	97.14%
CHEMBL5028	O14672	ADAM10	81.41%	97.50%
CHEMBL1977	P11473	Vitamin D receptor	81.08%	99.43%
CHEMBL259	P32245	Melanocortin receptor 4	80.87%	95.38%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.45%	85.31%
CHEMBL1871	P10275	Androgen Receptor	80.33%	96.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.30%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.15%	94.73%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 3052077
• NPASS: NPC88885
• LOTUS: LTS0062073
• wikiData: Q105146526