(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,10R,12aR,14aR,14bR)-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-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: 471e27e2-a6be-49ac-9c7c-97b8303ee917
• 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,8aS,10R,12aR,14aR,14bR)-10-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-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)CO)CCC6(C5CC=C7C6(CCC8(C7CC(C(C8)O)(C)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]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC([C@@H](C8)O)(C)C)C)C)C)C)C(=O)O)O)O)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C48H76O19/c1-20-27(51)28(52)33(57)40(62-20)66-37-32(56)30(54)35(39(60)61)65-42(37)67-36-31(55)29(53)34(38(58)59)64-41(36)63-26-12-13-45(5)23(46(26,6)19-49)11-14-48(8)24(45)10-9-21-22-17-43(2,3)25(50)18-44(22,4)15-16-47(21,48)7/h9,20,22-37,40-42,49-57H,10-19H2,1-8H3,(H,58,59)(H,60,61)/t20-,22-,23+,24+,25+,26-,27-,28+,29-,30-,31-,32-,33+,34-,35-,36+,37+,40-,41+,42-,44-,45-,46+,47+,48+/m0/s1
• InChI Key: TZNGGQHGAUXOJZ-POFANZGMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₁₉
• Molecular Weight: 957.10 g/mol
• Exact Mass: 956.49808019 g/mol
• Topological Polar Surface Area (TPSA): 312.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 0.80
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8283	82.83%
Caco-2	-	0.9038	90.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8738	87.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	-	0.4240	42.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8032	80.32%
P-glycoprotein inhibitior	+	0.7500	75.00%
P-glycoprotein substrate	-	0.6477	64.77%
CYP3A4 substrate	+	0.7208	72.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.7325	73.25%
CYP2C9 inhibition	-	0.8442	84.42%
CYP2C19 inhibition	-	0.9307	93.07%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.8849	88.49%
CYP2C8 inhibition	+	0.7607	76.07%
CYP inhibitory promiscuity	-	0.9622	96.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6162	61.62%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.5231	52.31%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7259	72.59%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9055	90.55%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7548	75.48%
Acute Oral Toxicity (c)	III	0.7819	78.19%
Estrogen receptor binding	+	0.8070	80.70%
Androgen receptor binding	+	0.7326	73.26%
Thyroid receptor binding	-	0.6125	61.25%
Glucocorticoid receptor binding	+	0.7055	70.55%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.8059	80.59%
Honey bee toxicity	-	0.7473	74.73%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9670	96.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.21%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.61%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.91%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.16%	86.33%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	90.07%	97.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.17%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.12%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.64%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.72%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.79%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.41%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.22%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.85%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.69%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.71%	92.62%
CHEMBL5028	O14672	ADAM10	80.51%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.17%	98.95%

Plants that contains it

• Glycyrrhiza yunnanensis

Cross-Links

• PubChem: 101664544
• LOTUS: LTS0148257
• wikiData: Q105268263