(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(4aS,5S,6aR,6aR,6bR,8aR,9R,10S,12aR,14aS)-5,10-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a-tetradecahydropicen-4a-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 69690f2e-36df-4750-a7a4-3de8dd3790c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6R)-6-[[(4aS,5S,6aR,6aR,6bR,8aR,9R,10S,12aR,14aS)-5,10-dihydroxy-2,2,6a,6b,9,12a-hexamethyl-9-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxymethyl]-3,4,5,6,6a,7,8,8a,10,11,12,13,14,14a-tetradecahydropicen-4a-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(CCC2(C(CC3(C(C2=C1)CCC4C3(CCC5C4(CCC(C5(C)COC6C(C(C(C(O6)COC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)O)O)O)O)O)C)C)C)O)COC9C(C(C(C(O9)COC1C(C(C(C(O1)CO)O)O)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC[C@H]4[C@]3(C[C@@H]([C@@]5(C4=CC(CC5)(C)C)CO[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)O)O)O)O)O)O)C)C)(C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C59H98O28/c1-54(2)13-14-59(23-83-53-48(77)43(72)39(68)30(87-53)20-80-50-45(74)40(69)36(65)27(17-60)84-50)25(15-54)24-7-8-32-55(3)11-10-33(62)56(4,31(55)9-12-57(32,5)58(24,6)16-34(59)63)22-82-52-47(76)42(71)38(67)29(86-52)21-81-51-46(75)41(70)37(66)28(85-51)19-79-49-44(73)35(64)26(61)18-78-49/h15,24,26-53,60-77H,7-14,16-23H2,1-6H3/t24-,26-,27-,28-,29-,30-,31-,32-,33+,34+,35+,36-,37-,38-,39-,40+,41+,42+,43+,44-,45-,46-,47-,48-,49+,50-,51-,52-,53-,55+,56+,57-,58-,59-/m1/s1
• InChI Key: BESHSMVEBXPCAW-LLUKCTGUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₈O₂₈
• Molecular Weight: 1255.40 g/mol
• Exact Mass: 1254.62446247 g/mol
• Topological Polar Surface Area (TPSA): 456.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -5.16
• H-Bond Acceptor: 28
• H-Bond Donor: 18
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7084	70.84%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7876	78.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	-	0.4367	43.67%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8314	83.14%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	-	0.5282	52.82%
CYP3A4 substrate	+	0.7193	71.93%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.8988	89.88%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.8923	89.23%
CYP2C8 inhibition	+	0.6781	67.81%
CYP inhibitory promiscuity	-	0.9600	96.00%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6252	62.52%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8996	89.96%
Skin irritation	-	0.6425	64.25%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7889	78.89%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6459	64.59%
skin sensitisation	-	0.8896	88.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.8735	87.35%
Acute Oral Toxicity (c)	III	0.7434	74.34%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.5710	57.10%
Glucocorticoid receptor binding	+	0.7208	72.08%
Aromatase binding	+	0.6672	66.72%
PPAR gamma	+	0.8032	80.32%
Honey bee toxicity	-	0.7341	73.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6950	69.50%
Fish aquatic toxicity	+	0.9174	91.74%

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	97.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.91%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.40%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.25%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.91%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.90%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.39%	95.89%
CHEMBL1871	P10275	Androgen Receptor	86.83%	96.43%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.52%	97.36%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.44%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.33%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.96%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.05%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.36%	86.92%
CHEMBL5028	O14672	ADAM10	82.29%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.43%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.88%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	80.32%	90.17%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	80.16%	87.16%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 101933153
• LOTUS: LTS0083461
• wikiData: Q104933519