Soyasaponin VI

Details

• Internal ID: 30dd0580-d074-4650-ab5a-d51b05166440
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,12aS,14aR,14bR)-4-(hydroxymethyl)-9-[[(2R)-5-hydroxy-6-methyl-4-oxo-2,3-dihydropyran-2-yl]oxy]-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8OC9CC(=O)C(=C(O9)C)O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)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]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(C[C@H]8O[C@H]9CC(=O)C(=C(O9)C)O)(C)C)C)C)C)C)C(=O)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C54H84O21/c1-23-34(58)27(57)18-33(68-23)71-32-20-49(3,4)19-26-25-10-11-30-51(6)14-13-31(52(7,22-56)29(51)12-15-54(30,9)53(25,8)17-16-50(26,32)5)72-48-44(40(64)39(63)42(73-48)45(66)67)75-47-43(38(62)36(60)28(21-55)70-47)74-46-41(65)37(61)35(59)24(2)69-46/h10,24,26,28-33,35-44,46-48,55-56,58-65H,11-22H2,1-9H3,(H,66,67)/t24-,26-,28+,29+,30+,31-,32+,33-,35-,36-,37+,38-,39-,40-,41+,42-,43+,44+,46-,47-,48+,50+,51-,52+,53+,54+/m0/s1
• InChI Key: ONAAMCDHQSWPDU-BKUHCKHBSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₄O₂₁
• Molecular Weight: 1069.20 g/mol
• Exact Mass: 1068.55050968 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 1.83
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 11

Synonyms

• Chromosaponin I
• Soyasaponin VI
• Soyasaponin betag
• DTXSID701317271
• (3beta,4beta,22beta(R))-22-((3,4-Dihydro-5-hydroxy-6-methyl-4-oxo-2H-pyran-2-yl)oxy)-23-hydroxylean-12-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-beta-D-galactopyranosyl-(1-2)-beta-D-Glucopyranosiduronic acid
• 3-O-(Rhamnopyranosyl-1-2-galactopyranosyl-1-2-glucuronopyranosyl-1-)-22-O-(3'-hydroxy-2'-methyl-5',6'-dihydro-4'-pyrone-6'-)-3,22,24-trihydroxyolean-12-ene
• beta-D-Glucopyranosiduronic acid, (3beta,4beta,22beta)-22-((3,4-dihydro-5-hydroxy-6-methyl-4-oxo-2H-pyran-2-yl)oxy)-23-hydroxylean-12-en-3-yl O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-beta-D-galactopyranosyl-(1-2)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8796	87.96%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8172	81.72%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.9502	95.02%
P-glycoprotein inhibitior	+	0.7482	74.82%
P-glycoprotein substrate	+	0.5284	52.84%
CYP3A4 substrate	+	0.7342	73.42%
CYP2C9 substrate	-	0.7966	79.66%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7731	77.31%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9006	90.06%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7608	76.08%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7910	79.10%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7751	77.51%
Androgen receptor binding	+	0.7436	74.36%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	+	0.7649	76.49%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	+	0.8141	81.41%
Honey bee toxicity	-	0.6488	64.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9722	97.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3714130	P46095	G-protein coupled receptor 6	98.68%	97.36%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.17%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.59%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.77%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.23%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.31%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.06%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.88%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.13%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.98%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.12%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.85%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.17%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.92%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.49%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.39%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.55%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.79%	94.33%
CHEMBL5028	O14672	ADAM10	80.65%	97.50%

Plants that contains it

• Lupinus angustifolius
• Medicago sativa
• Trigonella foenum-graecum

Cross-Links

• PubChem: 164453
• LOTUS: LTS0259660
• wikiData: Q105194559