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

Details

• Internal ID: 2a21b068-7bef-47c1-89d8-f989c2d64e5a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10R,11R,12aR,14bS)-1,11-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)O)C)C)C2C1(C)O)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C42H68O15/c1-19-10-13-42(36(52)57-35-31(51)29(49)27(47)23(18-44)55-35)15-14-39(5)20(32(42)41(19,7)53)8-9-25-38(4)16-21(45)33(37(2,3)24(38)11-12-40(25,39)6)56-34-30(50)28(48)26(46)22(17-43)54-34/h8,19,21-35,43-51,53H,9-18H2,1-7H3/t19-,21-,22-,23-,24+,25-,26-,27-,28+,29+,30-,31-,32-,33+,34+,35+,38+,39-,40-,41-,42+/m1/s1
• InChI Key: PVHLZWLAXYBHKM-GAYJKOJDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₅
• Molecular Weight: 813.00 g/mol
• Exact Mass: 812.45582146 g/mol
• Topological Polar Surface Area (TPSA): 256.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.26
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 6

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	-	0.8818	88.18%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8291	82.91%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	-	0.4903	49.03%
P-glycoprotein inhibitior	+	0.7431	74.31%
P-glycoprotein substrate	-	0.6406	64.06%
CYP3A4 substrate	+	0.7085	70.85%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8649	86.49%
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	+	0.5846	58.46%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9101	91.01%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.8370	83.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6867	68.67%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7586	75.86%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7266	72.66%
Androgen receptor binding	+	0.7435	74.35%
Thyroid receptor binding	-	0.5754	57.54%
Glucocorticoid receptor binding	+	0.6389	63.89%
Aromatase binding	+	0.5924	59.24%
PPAR gamma	+	0.7334	73.34%
Honey bee toxicity	-	0.7423	74.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5905	59.05%
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	98.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.91%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.39%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.39%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.43%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.08%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.04%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.78%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	84.57%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.40%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	83.99%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.78%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.17%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.00%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.71%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.19%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.74%	93.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.52%	94.00%

Plants that contains it

• Sanguisorba alpina

Cross-Links

• PubChem: 163084843
• LOTUS: LTS0165593
• wikiData: Q105215457