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

Details

• Internal ID: 1afdca81-324f-4497-8a70-1932d2f9ac5b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)C)C)C2C1)C)C(=O)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)OC9C(C(C(CO9)O)O)O)O)O)O)O)O)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(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O)O)O)O)O)O)C)C)(C)C)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O
• InChI: InChI=1S/C52H84O21/c1-47(2)14-16-52(46(65)73-45-39(63)35(59)34(58)28(70-45)22-68-42-40(64)36(60)41(27(19-53)69-42)72-44-38(62)33(57)26(55)21-67-44)17-15-50(6)23(24(52)18-47)8-9-30-49(5)12-11-31(48(3,4)29(49)10-13-51(30,50)7)71-43-37(61)32(56)25(54)20-66-43/h8,24-45,53-64H,9-22H2,1-7H3/t24-,25-,26-,27+,28+,29-,30+,31-,32-,33-,34+,35-,36+,37+,38+,39+,40+,41+,42+,43-,44-,45-,49-,50+,51+,52-/m0/s1
• InChI Key: YPTZWNDFFKGKQK-JXZQIZKZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₁
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.55050968 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.76
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8854	88.54%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8173	81.73%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.7875	78.75%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	-	0.7187	71.87%
CYP3A4 substrate	+	0.7304	73.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
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	+	0.6850	68.50%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7414	74.14%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9375	93.75%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.9165	91.65%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.8146	81.46%
Androgen receptor binding	+	0.7342	73.42%
Thyroid receptor binding	+	0.5325	53.25%
Glucocorticoid receptor binding	+	0.7433	74.33%
Aromatase binding	+	0.6631	66.31%
PPAR gamma	+	0.8244	82.44%
Honey bee toxicity	-	0.6580	65.80%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5805	58.05%
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	98.71%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.94%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.98%	95.17%
CHEMBL226	P30542	Adenosine A1 receptor	88.67%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.31%	96.77%
CHEMBL2581	P07339	Cathepsin D	88.06%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.89%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.93%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.45%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.51%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.34%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.46%	96.61%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.25%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.16%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.94%	94.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.93%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.45%	97.36%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.43%	83.57%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.70%	97.25%
CHEMBL5028	O14672	ADAM10	80.31%	97.50%

Plants that contains it

• Hedera caucasigena

Cross-Links

• PubChem: 162911134
• LOTUS: LTS0140363
• wikiData: Q105351855