(2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aS,10R,11S,12aR,14aR,14bR)-11-carboxy-10-hydroxy-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-[(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: ff664570-601a-4720-b34c-b2ce63fccff8
• 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,11S,12aR,14aR,14bR)-11-carboxy-10-hydroxy-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-[(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(=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]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@]([C@@H](C8)O)(C)C(=O)O)C)C)C)C)C(=O)O)O)O)C(=O)O)O)O)O)O)O
• InChI: InChI=1S/C48H74O21/c1-19-26(51)27(52)32(57)39(64-19)68-36-31(56)29(54)34(38(60)61)67-41(36)69-35-30(55)28(53)33(37(58)59)66-40(35)65-25-11-12-44(3)22(46(25,5)18-49)10-13-48(7)23(44)9-8-20-21-16-45(4,42(62)63)24(50)17-43(21,2)14-15-47(20,48)6/h8,19,21-36,39-41,49-57H,9-18H2,1-7H3,(H,58,59)(H,60,61)(H,62,63)/t19-,21-,22+,23+,24+,25-,26-,27+,28-,29-,30-,31-,32+,33-,34-,35+,36+,39-,40+,41-,43-,44-,45-,46+,47+,48+/m0/s1
• InChI Key: YECJZKWIYHGDBM-FXVBPZBASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₄O₂₁
• Molecular Weight: 987.10 g/mol
• Exact Mass: 986.47225936 g/mol
• Topological Polar Surface Area (TPSA): 349.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -0.14
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7759	77.59%
Caco-2	-	0.8893	88.93%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8484	84.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	-	0.3112	31.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.7497	74.97%
P-glycoprotein inhibitior	+	0.7491	74.91%
P-glycoprotein substrate	-	0.6240	62.40%
CYP3A4 substrate	+	0.7198	71.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.7676	76.76%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9422	94.22%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.8919	89.19%
CYP2C8 inhibition	+	0.7565	75.65%
CYP inhibitory promiscuity	-	0.9691	96.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6212	62.12%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9027	90.27%
Skin irritation	+	0.5430	54.30%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7059	70.59%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9276	92.76%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7068	70.68%
Acute Oral Toxicity (c)	III	0.6948	69.48%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.7361	73.61%
Thyroid receptor binding	-	0.5928	59.28%
Glucocorticoid receptor binding	+	0.7319	73.19%
Aromatase binding	+	0.6287	62.87%
PPAR gamma	+	0.8089	80.89%
Honey bee toxicity	-	0.7492	74.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9552	95.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.21%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.20%	97.36%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.01%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.92%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.82%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.27%	94.45%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.33%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.73%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.10%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.40%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.22%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.15%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.35%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.71%	92.62%
CHEMBL5028	O14672	ADAM10	80.54%	97.50%

Plants that contains it

• Glycyrrhiza yunnanensis

Cross-Links

• PubChem: 101664549
• LOTUS: LTS0236848
• wikiData: Q105347159