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

Details

• Internal ID: dcaba32c-7fcd-4680-ae70-89be9947da0e
• 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,8R,8aR,9R,10R,12aS,14aR,14bR)-10-acetyloxy-8,9-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-8a-(3-methylbutanoyloxymethyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(C)CC(=O)OCC12C(CC(C(C1O)OC(=O)C)(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(C)C)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)C
• SMILES (Isomeric): CC(C)CC(=O)OC[C@@]12[C@@H](C[C@@]3(C(=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)CO)O)O)O)C)C)[C@@H]1CC([C@H]([C@@H]2O)OC(=O)C)(C)C)C)O
• InChI: InChI=1S/C49H78O18/c1-22(2)17-31(53)62-21-49-25(18-44(4,5)40(39(49)59)63-23(3)51)24-11-12-28-46(8)15-14-30(45(6,7)27(46)13-16-47(28,9)48(24,10)19-29(49)52)65-43-38(35(57)34(56)37(66-43)41(60)61)67-42-36(58)33(55)32(54)26(20-50)64-42/h11,22,25-30,32-40,42-43,50,52,54-59H,12-21H2,1-10H3,(H,60,61)/t25-,26+,27-,28+,29+,30-,32-,33-,34-,35-,36+,37-,38+,39-,40-,42-,43+,46-,47+,48+,49-/m0/s1
• InChI Key: IKEYUULNRGOLIU-UUIUQROYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₁₈
• Molecular Weight: 955.10 g/mol
• Exact Mass: 954.51881563 g/mol
• Topological Polar Surface Area (TPSA): 289.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 11

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	-	0.8789	87.89%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7551	75.51%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8080	80.80%
P-glycoprotein inhibitior	+	0.7534	75.34%
P-glycoprotein substrate	+	0.5056	50.56%
CYP3A4 substrate	+	0.7374	73.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
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	+	0.7854	78.54%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7224	72.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6827	68.27%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8033	80.33%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8191	81.91%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7773	77.73%
Androgen receptor binding	+	0.7457	74.57%
Thyroid receptor binding	-	0.5141	51.41%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	+	0.6433	64.33%
PPAR gamma	+	0.8210	82.10%
Honey bee toxicity	-	0.6313	63.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.19%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.13%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.02%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.76%	96.21%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.21%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.18%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.99%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.60%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.37%	95.89%
CHEMBL5028	O14672	ADAM10	87.31%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.55%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.96%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	85.88%	92.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.69%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.44%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.40%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.97%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.78%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.63%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.77%	94.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.50%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.38%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.13%	94.75%

Plants that contains it

• Foetidia africana

Cross-Links

• PubChem: 10985874
• LOTUS: LTS0137349
• wikiData: Q105114336