(2S,3S,4S,5R,6R)-6-[[(2R,6aR,8aR,9R,11R,14bS)-9-acetyloxy-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,14a-tetradecahydropicen-2-yl]oxy]-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 2197ef8d-ea5b-461a-8e22-e6b000cd9a19
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2R,6aR,8aR,9R,11R,14bS)-9-acetyloxy-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,14a-tetradecahydropicen-2-yl]oxy]-5-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CC(C5CCC6(C(C5(C4)C)C=CC7C6(CCC8(C7CC(CC8OC(=O)C)(C)C(=O)O)C)C)C)(C)C)C(=O)O)O)O)C(=O)O)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]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4C[C@]5(C(CC[C@@]6(C5C=CC7C6(CC[C@@]8(C7C[C@@](C[C@H]8OC(=O)C)(C)C(=O)O)C)C)C)C(C4)(C)C)C)C(=O)O)O)O)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C50H76O21/c1-20-28(52)29(53)34(58)41(65-20)70-38-33(57)31(55)36(40(61)62)69-43(38)71-37-32(56)30(54)35(39(59)60)68-42(37)67-22-16-45(3,4)25-12-13-50(9)26(48(25,7)17-22)11-10-23-24-18-46(5,44(63)64)19-27(66-21(2)51)47(24,6)14-15-49(23,50)8/h10-11,20,22-38,41-43,52-58H,12-19H2,1-9H3,(H,59,60)(H,61,62)(H,63,64)/t20-,22+,23?,24?,25?,26?,27+,28-,29+,30-,31-,32-,33-,34+,35-,36-,37+,38+,41-,42+,43-,46+,47+,48-,49?,50+/m0/s1
• InChI Key: GUQRPJIGNVZDMJ-NBXKVVTISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₆O₂₁
• Molecular Weight: 1013.10 g/mol
• Exact Mass: 1012.48790943 g/mol
• Topological Polar Surface Area (TPSA): 335.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 18
• 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	+	0.8138	81.38%
Caco-2	-	0.8775	87.75%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7826	78.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8401	84.01%
OATP1B3 inhibitior	+	0.7922	79.22%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8380	83.80%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	+	0.5182	51.82%
CYP3A4 substrate	+	0.7220	72.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.7907	79.07%
CYP2C9 inhibition	-	0.9299	92.99%
CYP2C19 inhibition	-	0.9282	92.82%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.8802	88.02%
CYP2C8 inhibition	+	0.7646	76.46%
CYP inhibitory promiscuity	-	0.9855	98.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6714	67.14%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.6189	61.89%
Skin corrosion	-	0.9095	90.95%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7198	71.98%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8391	83.91%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6598	65.98%
Acute Oral Toxicity (c)	IV	0.4678	46.78%
Estrogen receptor binding	+	0.7753	77.53%
Androgen receptor binding	+	0.7332	73.32%
Thyroid receptor binding	+	0.5167	51.67%
Glucocorticoid receptor binding	+	0.7894	78.94%
Aromatase binding	+	0.6324	63.24%
PPAR gamma	+	0.8228	82.28%
Honey bee toxicity	-	0.6340	63.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.9802	98.02%

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	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.77%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.17%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.87%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.64%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.55%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.47%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.29%	97.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.87%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.36%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.85%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	83.64%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.54%	95.89%
CHEMBL5028	O14672	ADAM10	83.25%	97.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.71%	96.38%
CHEMBL5255	O00206	Toll-like receptor 4	82.29%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.64%	85.14%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.45%	95.52%

Plants that contains it

• Glycyrrhiza uralensis

Cross-Links

• PubChem: 11968698
• NPASS: NPC28128