(2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3R,4R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-3,4-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: 2d9b3bbc-9beb-49cc-8381-7af531021cce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(3R,4R,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bS)-3,4-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4a-yl]methoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OCC34CCC5(C(=CCC6C5(CCC7C6(CCC(C7(C)C)OC8C(C(C(C(O8)COC9C(C(C(C(O9)CO)O)O)O)O)O)O)C)C)C3CC(C(C4O)O)(C)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC[C@@]34CC[C@@]5(C(=CC[C@H]6[C@]5(CC[C@@H]7[C@@]6(CC[C@@H](C7(C)C)O[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)O)O)O)O)O)O)C)C)[C@@H]3CC([C@H]([C@@H]4O)O)(C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C54H90O23/c1-22-31(57)35(61)40(66)46(72-22)77-42-38(64)33(59)26(19-56)74-48(42)71-21-54-16-15-52(7)23(24(54)17-49(2,3)43(68)44(54)69)9-10-29-51(6)13-12-30(50(4,5)28(51)11-14-53(29,52)8)76-47-41(67)37(63)34(60)27(75-47)20-70-45-39(65)36(62)32(58)25(18-55)73-45/h9,22,24-48,55-69H,10-21H2,1-8H3/t22-,24-,25+,26+,27+,28-,29+,30-,31-,32+,33+,34+,35+,36-,37-,38-,39+,40+,41+,42+,43-,44-,45+,46-,47-,48+,51-,52+,53+,54-/m0/s1
• InChI Key: UTGSKQBHNKCVSB-HZCGOBDZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₀O₂₃
• Molecular Weight: 1107.30 g/mol
• Exact Mass: 1106.58728911 g/mol
• Topological Polar Surface Area (TPSA): 377.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -2.59
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6624	66.24%
Caco-2	-	0.8905	89.05%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8143	81.43%
OATP1B3 inhibitior	-	0.4699	46.99%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7587	75.87%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	-	0.6579	65.79%
CYP3A4 substrate	+	0.7336	73.36%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9574	95.74%
CYP2C9 inhibition	-	0.8723	87.23%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8680	86.80%
CYP2C8 inhibition	+	0.7473	74.73%
CYP inhibitory promiscuity	-	0.9298	92.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6302	63.02%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.6831	68.31%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7933	79.33%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7697	76.97%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	-	0.8125	81.25%
Nephrotoxicity	-	0.8893	88.93%
Acute Oral Toxicity (c)	III	0.7395	73.95%
Estrogen receptor binding	+	0.7860	78.60%
Androgen receptor binding	+	0.7421	74.21%
Thyroid receptor binding	+	0.5244	52.44%
Glucocorticoid receptor binding	+	0.7257	72.57%
Aromatase binding	+	0.6668	66.68%
PPAR gamma	+	0.8022	80.22%
Honey bee toxicity	-	0.7038	70.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9438	94.38%

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	98.91%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.94%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.67%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.38%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.82%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.45%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.56%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.00%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.65%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.40%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.94%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	84.97%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.56%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.41%	97.25%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.53%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.47%	94.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	81.53%	97.86%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.93%	97.53%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.59%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.31%	92.62%

Plants that contains it

• Xanthoceras sorbifolium

Cross-Links

• PubChem: 71574318
• NPASS: NPC148603
• ChEMBL: CHEMBL2311557
• LOTUS: LTS0091419
• wikiData: Q105278767