(2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9S,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 11f203b9-0613-4c05-92f9-3d6252f3412b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4R,4aR,6aR,6bS,8S,8aR,9S,12aS,14aR,14bR)-8-hydroxy-4,8a-bis(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-[(E)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(C(O7)CO)O)O)O)O)C)C)C)O)CO)(C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1CC(C[C@@H]2[C@]1([C@H](C[C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H]([C@@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O)C)C)C)O)CO)(C)C
• InChI: InChI=1S/C47H74O17/c1-9-22(2)39(59)61-30-18-42(3,4)16-24-23-10-11-27-43(5)14-13-29(44(6,20-49)26(43)12-15-45(27,7)46(23,8)17-28(51)47(24,30)21-50)62-41-35(56)36(34(55)37(64-41)38(57)58)63-40-33(54)32(53)31(52)25(19-48)60-40/h9-10,24-37,40-41,48-56H,11-21H2,1-8H3,(H,57,58)/b22-9+/t24-,25+,26+,27+,28-,29-,30-,31+,32-,33+,34-,35+,36-,37-,40-,41+,43-,44-,45+,46+,47-/m0/s1
• InChI Key: IESSRJJEISTQSD-JBCVFJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₇
• Molecular Weight: 911.10 g/mol
• Exact Mass: 910.49260089 g/mol
• Topological Polar Surface Area (TPSA): 283.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• 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	-	0.8793	87.93%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8048	80.48%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8475	84.75%
P-glycoprotein inhibitior	+	0.7579	75.79%
P-glycoprotein substrate	-	0.5818	58.18%
CYP3A4 substrate	+	0.7243	72.43%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8966	89.66%
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	+	0.7420	74.20%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9053	90.53%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.8248	82.48%
Human Ether-a-go-go-Related Gene inhibition	+	0.6466	64.66%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.5062	50.62%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7914	79.14%
Androgen receptor binding	+	0.7514	75.14%
Thyroid receptor binding	-	0.5434	54.34%
Glucocorticoid receptor binding	+	0.7695	76.95%
Aromatase binding	+	0.6133	61.33%
PPAR gamma	+	0.8020	80.20%
Honey bee toxicity	-	0.6829	68.29%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	97.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.34%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.82%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.09%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.75%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.19%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.05%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.23%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.95%	97.36%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.48%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.35%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.32%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.82%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.56%	95.89%
CHEMBL5028	O14672	ADAM10	83.55%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.22%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.82%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	81.42%	94.23%

Plants that contains it

• Gymnema sylvestre

Cross-Links

• PubChem: 101689881
• LOTUS: LTS0268087
• wikiData: Q105111966