Soyasaponin III

Details

• Internal ID: ba7a449d-532e-4e2b-9b18-da49fd1f861d
• 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)-9-hydroxy-4-(hydroxymethyl)-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]-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylate
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1)O)C)C)C)(C)CO)OC6C(C(C(C(O6)C(=O)[O-])O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(C[C@H]5O)(C)C)C)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)[O-])O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C42H68O14/c1-37(2)16-21-20-8-9-24-39(4)12-11-26(40(5,19-44)23(39)10-13-42(24,7)41(20,6)15-14-38(21,3)25(45)17-37)54-36-33(30(49)29(48)32(55-36)34(51)52)56-35-31(50)28(47)27(46)22(18-43)53-35/h8,21-33,35-36,43-50H,9-19H2,1-7H3,(H,51,52)/p-1/t21-,22+,23+,24+,25+,26-,27-,28-,29-,30-,31+,32-,33+,35-,36+,38+,39-,40+,41+,42+/m0/s1
• InChI Key: OKIHRVKXRCAJFQ-AHBDIROXSA-M
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₇O₁₄-
• Molecular Weight: 796.00 g/mol
• Exact Mass: 795.45308181 g/mol
• Topological Polar Surface Area (TPSA): 239.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 0.52
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

• soyasaponin III(1-)
• CHEBI:62911
• Q27132275
• (3beta,4beta,21alpha)-21,23-dihydroxyolean-12-en-3-yl (2-O-beta-D-galactopyranosyl)-beta-D-glucopyranosiduronate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4610	46.10%
Caco-2	-	0.9006	90.06%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8191	81.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8438	84.38%
OATP1B3 inhibitior	-	0.4818	48.18%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	-	0.5280	52.80%
P-glycoprotein inhibitior	+	0.7493	74.93%
P-glycoprotein substrate	-	0.7320	73.20%
CYP3A4 substrate	+	0.7232	72.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8757	87.57%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.8709	87.09%
CYP2C19 inhibition	-	0.8928	89.28%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	+	0.7144	71.44%
CYP inhibitory promiscuity	-	0.9697	96.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6159	61.59%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.6283	62.83%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7305	73.05%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8899	88.99%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6361	63.61%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7485	74.85%
Androgen receptor binding	+	0.7333	73.33%
Thyroid receptor binding	-	0.6570	65.70%
Glucocorticoid receptor binding	+	0.6108	61.08%
Aromatase binding	+	0.6561	65.61%
PPAR gamma	+	0.7360	73.60%
Honey bee toxicity	-	0.7370	73.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6150	61.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	94.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.34%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.09%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.66%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.81%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.29%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.06%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.36%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.17%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.05%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	83.92%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.61%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.04%	99.17%
CHEMBL2581	P07339	Cathepsin D	81.91%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.48%	96.77%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.24%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.13%	91.07%

Plants that contains it

• Styphnolobium japonicum

Cross-Links

• PubChem: 53477656
• NPASS: NPC167922