(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aR,9R,11R,12aS,14aR,14bR)-9-acetyloxy-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-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: 5a793f9f-a2a2-4f35-8e14-c2c06c52d39d
• 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,8aR,9R,11R,12aS,14aR,14bR)-9-acetyloxy-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-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(OC3OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8OC(=O)C)(C)C(=O)O)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]4CC[C@]5([C@H](C4(C)C)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)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)67-26-13-14-48(7)24(45(26,3)4)12-15-50(9)25(48)11-10-22-23-18-46(5,44(63)64)19-27(66-21(2)51)47(23,6)16-17-49(22,50)8/h10,20,23-38,41-43,52-58H,11-19H2,1-9H3,(H,59,60)(H,61,62)(H,63,64)/t20-,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: PLPHOQSHVPRIJE-HOVVJNQOSA-N
• Popularity: 2 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: 2.90
• Atomic LogP (AlogP): 1.46
• 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	+	0.9175	91.75%
Caco-2	-	0.8792	87.92%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8274	82.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7178	71.78%
OATP1B3 inhibitior	-	0.3487	34.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.8121	81.21%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	-	0.6207	62.07%
CYP3A4 substrate	+	0.7258	72.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8876	88.76%
CYP3A4 inhibition	-	0.8221	82.21%
CYP2C9 inhibition	-	0.8659	86.59%
CYP2C19 inhibition	-	0.9292	92.92%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	+	0.7390	73.90%
CYP inhibitory promiscuity	-	0.9677	96.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9013	90.13%
Skin irritation	-	0.5622	56.22%
Skin corrosion	-	0.9226	92.26%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6756	67.56%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7947	79.47%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7903	79.03%
Acute Oral Toxicity (c)	IV	0.6236	62.36%
Estrogen receptor binding	+	0.7748	77.48%
Androgen receptor binding	+	0.7334	73.34%
Thyroid receptor binding	-	0.5208	52.08%
Glucocorticoid receptor binding	+	0.7584	75.84%
Aromatase binding	+	0.5955	59.55%
PPAR gamma	+	0.8124	81.24%
Honey bee toxicity	-	0.6698	66.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9872	98.72%

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	97.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.10%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.76%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.17%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.65%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.19%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.60%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.09%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.59%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.36%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.85%	95.89%
CHEMBL5028	O14672	ADAM10	82.75%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.08%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.70%	98.95%

Plants that contains it

• Glycyrrhiza uralensis
• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 100916137
• NPASS: NPC4803
• LOTUS: LTS0190606
• wikiData: Q105211114