[(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-(3-methylbutanoyloxy)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: 69d01455-02b2-4459-844c-5aa51e6022ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4R,5S,6S)-3,5-dihydroxy-6-methyl-4-(3-methylbutanoyloxy)oxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-10-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)C23CCC(CC2C4=CCC5C(C4(CC3)C)(CCC6C5(CC(C(C6(C)C)OC7C(C(C(CO7)O)O)OC8C(C(C(CO8)O)O)O)O)C)C)(C)C)O)OC(=O)CC(C)C)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC(=O)[C@@]23CC[C@@]4(C(=CC[C@H]5[C@]4(CC[C@@H]6[C@@]5(C[C@H]([C@@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)C)C)[C@@H]2CC(CC3)(C)C)C)O)OC(=O)CC(C)C)O
• InChI: InChI=1S/C51H82O17/c1-24(2)19-33(55)65-39-34(56)25(3)64-43(38(39)60)68-45(61)51-17-15-46(4,5)20-27(51)26-11-12-32-48(8)21-28(52)41(47(6,7)31(48)13-14-50(32,10)49(26,9)16-18-51)67-44-40(36(58)30(54)23-63-44)66-42-37(59)35(57)29(53)22-62-42/h11,24-25,27-32,34-44,52-54,56-60H,12-23H2,1-10H3/t25-,27-,28+,29+,30+,31-,32+,34-,35-,36-,37+,38+,39+,40+,41-,42-,43-,44-,48-,49+,50+,51-/m0/s1
• InChI Key: FXOVOXPOOCUDPV-LCLGMVAUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₁₇
• Molecular Weight: 967.20 g/mol
• Exact Mass: 966.55520114 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7979	79.79%
Caco-2	-	0.8835	88.35%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8771	87.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8051	80.51%
OATP1B3 inhibitior	-	0.3399	33.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.8087	80.87%
P-glycoprotein inhibitior	+	0.7525	75.25%
P-glycoprotein substrate	+	0.5937	59.37%
CYP3A4 substrate	+	0.7222	72.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8780	87.80%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.8700	87.00%
CYP2C19 inhibition	-	0.9168	91.68%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.6723	67.23%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.5756	57.56%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7439	74.39%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8104	81.04%
Acute Oral Toxicity (c)	III	0.7259	72.59%
Estrogen receptor binding	+	0.7974	79.74%
Androgen receptor binding	+	0.7455	74.55%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7694	76.94%
Aromatase binding	+	0.6171	61.71%
PPAR gamma	+	0.8201	82.01%
Honey bee toxicity	-	0.6889	68.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5205	52.05%
Fish aquatic toxicity	+	0.9769	97.69%

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	99.09%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.46%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.23%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.58%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.45%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.63%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.60%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.10%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.35%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.20%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.04%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.71%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.33%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	84.31%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.70%	92.78%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.09%	89.00%
CHEMBL4302	P08183	P-glycoprotein 1	82.97%	92.98%
CHEMBL340	P08684	Cytochrome P450 3A4	82.77%	91.19%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.75%	83.57%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.32%	90.71%
CHEMBL5028	O14672	ADAM10	81.02%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.11%	94.33%

Plants that contains it

• Campsiandra guayanensis

Cross-Links

• PubChem: 11650952
• LOTUS: LTS0046602
• wikiData: Q105004143