[(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-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-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: bfc92d07-73c7-42ee-95e2-412f2871fba1
• 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-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-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(C(O7)CO)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]([C@H](O7)CO)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/C52H84O18/c1-24(2)19-33(56)67-40-34(57)25(3)65-44(39(40)62)70-46(63)52-17-15-47(4,5)20-27(52)26-11-12-32-49(8)21-28(54)42(48(6,7)31(49)13-14-51(32,10)50(26,9)16-18-52)69-45-41(37(60)36(59)30(22-53)66-45)68-43-38(61)35(58)29(55)23-64-43/h11,24-25,27-32,34-45,53-55,57-62H,12-23H2,1-10H3/t25-,27-,28+,29+,30+,31-,32+,34-,35-,36+,37-,38+,39+,40+,41+,42-,43-,44-,45-,49-,50+,51+,52-/m0/s1
• InChI Key: KZJWDINWRSIPEF-XTFHGCGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₁₈
• Molecular Weight: 997.20 g/mol
• Exact Mass: 996.56576583 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8818	88.18%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7863	78.63%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8338	83.38%
P-glycoprotein inhibitior	+	0.7505	75.05%
P-glycoprotein substrate	+	0.5511	55.11%
CYP3A4 substrate	+	0.7275	72.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.6981	69.81%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7344	73.44%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8733	87.33%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7901	79.01%
Androgen receptor binding	+	0.7456	74.56%
Thyroid receptor binding	-	0.4874	48.74%
Glucocorticoid receptor binding	+	0.7535	75.35%
Aromatase binding	+	0.6060	60.60%
PPAR gamma	+	0.8170	81.70%
Honey bee toxicity	-	0.6542	65.42%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6205	62.05%
Fish aquatic toxicity	+	0.9585	95.85%

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	99.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.37%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.13%	95.17%
CHEMBL2581	P07339	Cathepsin D	94.76%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.30%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.07%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.74%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.24%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.64%	91.07%
CHEMBL226	P30542	Adenosine A1 receptor	84.91%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.28%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.01%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.74%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.44%	93.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.78%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.61%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.39%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.31%	95.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.85%	83.57%
CHEMBL5255	O00206	Toll-like receptor 4	81.50%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.26%	91.19%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.20%	95.00%
CHEMBL237	P41145	Kappa opioid receptor	80.91%	98.10%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.86%	92.78%

Plants that contains it

• Campsiandra guayanensis

Cross-Links

• PubChem: 11622161
• LOTUS: LTS0229836
• wikiData: Q105148191