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

Details

• Internal ID: 649f6a13-69a3-4cc5-ad56-f87e51c93bc5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-10-acetyloxy-7,8-dihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-9-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(CC2C1(C(C(C3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@@H](C(C[C@@H]2[C@]1([C@@H]([C@@H]([C@@]3(C2=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)C)C)C)O)O)CO)(C)C)OC(=O)C
• InChI: InChI=1S/C49H76O18/c1-12-21(2)41(61)67-39-38(63-23(4)51)44(5,6)19-25-24-13-14-27-46(9)17-16-28(45(7,8)26(46)15-18-47(27,10)48(24,11)36(57)37(58)49(25,39)20-50)64-43-35(32(55)31(54)34(65-43)40(59)60)66-42-33(56)30(53)29(52)22(3)62-42/h12-13,22,25-39,42-43,50,52-58H,14-20H2,1-11H3,(H,59,60)/b21-12-/t22-,25-,26-,27+,28-,29-,30+,31-,32-,33+,34-,35+,36-,37+,38-,39-,42-,43+,46-,47+,48-,49-/m0/s1
• InChI Key: UWIBPMODOUWPBX-HTQWHJNRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₁₈
• Molecular Weight: 953.10 g/mol
• Exact Mass: 952.50316557 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7941	79.41%
Caco-2	-	0.8734	87.34%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8948	89.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7767	77.67%
OATP1B3 inhibitior	-	0.5056	50.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6474	64.74%
BSEP inhibitior	+	0.8509	85.09%
P-glycoprotein inhibitior	+	0.7551	75.51%
P-glycoprotein substrate	+	0.5413	54.13%
CYP3A4 substrate	+	0.7375	73.75%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8976	89.76%
CYP3A4 inhibition	-	0.8459	84.59%
CYP2C9 inhibition	-	0.8380	83.80%
CYP2C19 inhibition	-	0.9220	92.20%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.8499	84.99%
CYP2C8 inhibition	+	0.7696	76.96%
CYP inhibitory promiscuity	-	0.9381	93.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.5723	57.23%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	-	0.7878	78.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6561	65.61%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8058	80.58%
skin sensitisation	-	0.9064	90.64%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7315	73.15%
Acute Oral Toxicity (c)	III	0.7628	76.28%
Estrogen receptor binding	+	0.7704	77.04%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	+	0.5195	51.95%
Glucocorticoid receptor binding	+	0.7822	78.22%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	+	0.8166	81.66%
Honey bee toxicity	-	0.6807	68.07%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9778	97.78%

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	99.03%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.10%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.18%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.86%	95.89%
CHEMBL2581	P07339	Cathepsin D	89.17%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.06%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.02%	97.36%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	88.68%	81.11%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.93%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.78%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.63%	89.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.01%	94.33%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.44%	91.65%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.36%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.86%	90.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.72%	93.00%
CHEMBL5028	O14672	ADAM10	80.89%	97.50%

Plants that contains it

• Eryngium campestre

Cross-Links

• PubChem: 11843977
• LOTUS: LTS0131504
• wikiData: Q105280377