(2S,3S,4S,5R,6R)-6-[[(4S,6aR,8aR,9S,10R,14bR)-9-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10-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-carboxylic acid

Details

• Internal ID: 26e4bbf1-68ef-48a5-aa91-efbda9a8200a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(4S,6aR,8aR,9S,10R,14bR)-9-[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-10-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-carboxylic acid
• SMILES (Canonical): CC1(CC2C3=CCC4C5(CCC(C(C5CCC4(C3(CCC2(C(C1O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)O)C)C)C)(C)CO)OC8C(C(C(C(O8)C(=O)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@@]12CCC3(C(=CCC4[C@]3(CCC5[C@@]4(CCC([C@]5(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)C)C)C1CC([C@H]([C@H]2O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)(C)C)C
• InChI: InChI=1S/C52H84O23/c1-47(2)16-22-21-8-9-27-49(4)12-11-28(71-46-39(33(61)32(60)38(73-46)42(66)67)74-45-35(63)31(59)30(58)25(17-53)70-45)50(5,20-54)26(49)10-13-52(27,7)51(21,6)15-14-48(22,3)41(40(47)65)75-44-36(64)37(24(56)19-69-44)72-43-34(62)29(57)23(55)18-68-43/h8,22-41,43-46,53-65H,9-20H2,1-7H3,(H,66,67)/t22?,23-,24+,25-,26?,27?,28?,29+,30+,31+,32+,33+,34-,35-,36-,37+,38+,39-,40+,41-,43+,44+,45+,46-,48-,49+,50-,51?,52-/m1/s1
• InChI Key: OJWHMUYCAOTQRN-WSQOCFLISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₃
• Molecular Weight: 1077.20 g/mol
• Exact Mass: 1076.54033892 g/mol
• Topological Polar Surface Area (TPSA): 374.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -2.25
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8936	89.36%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8061	80.61%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.7866	78.66%
P-glycoprotein inhibitior	+	0.7496	74.96%
P-glycoprotein substrate	-	0.5520	55.20%
CYP3A4 substrate	+	0.7342	73.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7876	78.76%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7671	76.71%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.8284	82.84%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.8009	80.09%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	-	0.4941	49.41%
Glucocorticoid receptor binding	+	0.7451	74.51%
Aromatase binding	+	0.6460	64.60%
PPAR gamma	+	0.8017	80.17%
Honey bee toxicity	-	0.7001	70.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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	96.35%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.99%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.37%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.63%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.39%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.39%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.14%	97.25%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.29%	91.07%
CHEMBL2581	P07339	Cathepsin D	85.16%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.82%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.13%	95.89%
CHEMBL5028	O14672	ADAM10	83.20%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.75%	94.33%
CHEMBL5255	O00206	Toll-like receptor 4	81.81%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.52%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	81.45%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.35%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.78%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.73%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.55%	90.17%

Plants that contains it

• Glycine max

Cross-Links

• PubChem: 6326065
• NPASS: NPC51581