(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,11R,12aS,14aR,14bR)-9-acetyloxy-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-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: dcab39c0-700c-437d-8f2c-86eca5b4b590
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,9R,11R,12aS,14aR,14bR)-9-acetyloxy-11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-5-[(2S,3R,4S,5S)-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(COC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8OC(=O)C)(C)C(=O)O)C)C)C)C)C(=O)O)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](CO[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@@](C[C@H]8OC(=O)C)(C)C(=O)O)C)C)C)C)C(=O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C49H76O20/c1-21-30(53)32(55)35(58)40(64-21)68-37-31(54)25(52)19-63-41(37)69-38-34(57)33(56)36(39(59)60)67-42(38)66-28-12-13-46(5)26(47(28,6)20-50)11-14-49(8)27(46)10-9-23-24-17-44(3,43(61)62)18-29(65-22(2)51)45(24,4)15-16-48(23,49)7/h9,21,24-38,40-42,50,52-58H,10-20H2,1-8H3,(H,59,60)(H,61,62)/t21-,24-,25-,26+,27+,28-,29+,30-,31-,32+,33-,34-,35+,36-,37+,38+,40-,41-,42+,44+,45+,46-,47+,48+,49+/m0/s1
• InChI Key: GKTXWZIFMHNHSM-KMEHSFQVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₆O₂₀
• Molecular Weight: 985.10 g/mol
• Exact Mass: 984.49299481 g/mol
• Topological Polar Surface Area (TPSA): 318.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.98
• 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	+	0.6935	69.35%
Caco-2	-	0.8878	88.78%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8053	80.53%
OATP1B3 inhibitior	-	0.3315	33.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.8339	83.39%
P-glycoprotein inhibitior	+	0.7526	75.26%
P-glycoprotein substrate	+	0.5753	57.53%
CYP3A4 substrate	+	0.7392	73.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8862	88.62%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7767	77.67%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6975	69.75%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8026	80.26%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.7967	79.67%
Androgen receptor binding	+	0.7360	73.60%
Thyroid receptor binding	-	0.5399	53.99%
Glucocorticoid receptor binding	+	0.7385	73.85%
Aromatase binding	+	0.6162	61.62%
PPAR gamma	+	0.8070	80.70%
Honey bee toxicity	-	0.6804	68.04%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9440	94.40%

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	97.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.82%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.70%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.87%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.62%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.12%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.84%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.59%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.38%	91.19%
CHEMBL5028	O14672	ADAM10	85.27%	97.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.46%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.82%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.29%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.18%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.19%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.79%	97.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.48%	89.44%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.18%	96.77%

Plants that contains it

• Glycyrrhiza uralensis
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 100916138
• NPASS: NPC217468
• LOTUS: LTS0082568
• wikiData: Q105010298