Pseudoginsenoside F8

Details

• Internal ID: 6bdd90f1-005c-4091-a438-f54d4bfca933
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3R,4S,5S,6S)-3,4-dihydroxy-6-[[(3R,5S,8S,9S,10S,12S,13S,14R)-12-hydroxy-4,4,8,10,14-pentamethyl-13-[(2S)-6-methyl-2-[(2R,3S,4R,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]oxy]-5-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=CCCC(C)(C12CCCC1(C3(CCC4C(C(CCC4(C3CC2O)C)OC5C(C(C(C(O5)COC(=O)C)O)O)OC6C(C(C(C(O6)CO)O)O)O)(C)C)C)C)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)C
• SMILES (Isomeric): CC(=CCC[C@@](C)([C@@]12CCC[C@@]1([C@]3(CC[C@H]4[C@]([C@@H]3C[C@@H]2O)(CC[C@H](C4(C)C)O[C@@H]5[C@H]([C@H]([C@H]([C@@H](O5)COC(=O)C)O)O)O[C@H]6[C@H]([C@@H]([C@H]([C@H](O6)CO)O)O)O)C)C)C)O[C@@H]7[C@H]([C@@H]([C@H]([C@H](O7)CO[C@H]8[C@@H]([C@@H]([C@@H](CO8)O)O)O)O)O)O)C
• InChI: InChI=1S/C55H92O23/c1-25(2)12-10-16-54(9,78-48-44(69)40(65)37(62)30(74-48)24-72-46-42(67)35(60)27(58)22-71-46)55-17-11-15-53(55,8)52(7)19-13-31-50(4,5)34(14-18-51(31,6)32(52)20-33(55)59)76-49-45(41(66)38(63)29(75-49)23-70-26(3)57)77-47-43(68)39(64)36(61)28(21-56)73-47/h12,27-49,56,58-69H,10-11,13-24H2,1-9H3/t27-,28-,29+,30-,31-,32+,33+,34-,35-,36+,37+,38+,39-,40-,41+,42-,43+,44+,45+,46+,47+,48-,49-,51-,52+,53-,54+,55-/m1/s1
• InChI Key: VMKOUWNWNQIQSO-ABFXKCMXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₂O₂₃
• Molecular Weight: 1121.30 g/mol
• Exact Mass: 1120.60293918 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.85
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7719	77.19%
Caco-2	-	0.8837	88.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7907	79.07%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9352	93.52%
P-glycoprotein inhibitior	+	0.7495	74.95%
P-glycoprotein substrate	+	0.5246	52.46%
CYP3A4 substrate	+	0.7509	75.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.7660	76.60%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9005	90.05%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7868	78.68%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5385	53.85%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8760	87.60%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7730	77.30%
Androgen receptor binding	+	0.7529	75.29%
Thyroid receptor binding	+	0.5788	57.88%
Glucocorticoid receptor binding	+	0.7821	78.21%
Aromatase binding	+	0.6688	66.88%
PPAR gamma	+	0.8152	81.52%
Honey bee toxicity	-	0.6008	60.08%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9413	94.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.20%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.27%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.74%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.26%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.75%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	90.70%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.64%	96.61%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.82%	91.24%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.11%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.07%	100.00%
CHEMBL2581	P07339	Cathepsin D	88.00%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.61%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	87.43%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.20%	92.62%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	84.82%	82.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.73%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.62%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.34%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.24%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.11%	95.71%
CHEMBL5028	O14672	ADAM10	84.00%	97.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.30%	98.75%
CHEMBL237	P41145	Kappa opioid receptor	83.16%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.13%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	83.00%	95.38%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.89%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.42%	93.04%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.16%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.74%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	80.72%	91.19%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.34%	89.34%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.18%	97.36%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.18%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.06%	97.28%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.03%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.01%	99.17%

Plants that contains it

• Panax ginseng

Cross-Links

• PubChem: 154497295
• LOTUS: LTS0022923
• wikiData: Q105289031