Gynosaponin II

Details

• Internal ID: 6663fc88-2261-475f-ada0-395a0dcca3ad
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2S,3R,4S,5R,6R)-2-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3,12-dihydroxy-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]-6-methylhept-5-en-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)O)O)OC(C)(CCC=C(C)C)C4CCC5(C4C(CC6C5(CCC7C6(CCC(C7(C)C)O)C)C)O)C)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]([C@H](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@@](C)(CCC=C(C)C)[C@H]4CC[C@@]5([C@@H]4[C@@H](C[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O)C)C)O)C)CO)O)O)O)O
• InChI: InChI=1S/C48H82O16/c1-22(2)12-11-16-48(10,25-13-18-47(9)31(25)26(50)20-29-45(7)17-15-30(51)44(5,6)28(45)14-19-46(29,47)8)64-43-40(63-42-38(58)36(56)33(53)24(4)60-42)39(34(54)27(21-49)61-43)62-41-37(57)35(55)32(52)23(3)59-41/h12,23-43,49-58H,11,13-21H2,1-10H3/t23-,24-,25-,26+,27+,28-,29+,30-,31-,32-,33-,34+,35+,36+,37+,38+,39-,40+,41-,42-,43-,45-,46+,47+,48-/m0/s1
• InChI Key: ODMVWKYXDPIZMW-FXXGZNPYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₂O₁₆
• Molecular Weight: 915.20 g/mol
• Exact Mass: 914.56028652 g/mol
• Topological Polar Surface Area (TPSA): 258.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7734	77.34%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7358	73.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.8280	82.80%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5614	56.14%
P-glycoprotein inhibitior	+	0.7684	76.84%
P-glycoprotein substrate	-	0.6789	67.89%
CYP3A4 substrate	+	0.7189	71.89%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9174	91.74%
CYP2C9 inhibition	-	0.8394	83.94%
CYP2C19 inhibition	-	0.9148	91.48%
CYP2D6 inhibition	-	0.9377	93.77%
CYP1A2 inhibition	-	0.8896	88.96%
CYP2C8 inhibition	+	0.6260	62.60%
CYP inhibitory promiscuity	-	0.9159	91.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6603	66.03%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.5364	53.64%
Skin corrosion	-	0.9481	94.81%
Ames mutagenesis	-	0.7624	76.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8147	81.47%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5492	54.92%
skin sensitisation	-	0.9023	90.23%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7791	77.91%
Acute Oral Toxicity (c)	I	0.5477	54.77%
Estrogen receptor binding	+	0.7503	75.03%
Androgen receptor binding	+	0.7373	73.73%
Thyroid receptor binding	-	0.5465	54.65%
Glucocorticoid receptor binding	+	0.6222	62.22%
Aromatase binding	+	0.6717	67.17%
PPAR gamma	+	0.7511	75.11%
Honey bee toxicity	-	0.5516	55.16%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9339	93.39%

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	98.21%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.99%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.66%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	90.47%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.94%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.90%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.53%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.37%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.22%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.51%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.37%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.32%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.96%	94.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.90%	95.58%
CHEMBL1951	P21397	Monoamine oxidase A	84.63%	91.49%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.49%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.46%	96.90%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.04%	95.83%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.51%	91.24%
CHEMBL237	P41145	Kappa opioid receptor	80.17%	98.10%

Plants that contains it

• Coleostephus myconis
• Dahlia pinnata
• Gynostemma pentaphyllum
• Synotis alata

Cross-Links

• PubChem: 102165748
• NPASS: NPC290573
• LOTUS: LTS0018083
• wikiData: Q105189924