(2S,3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 9c4aa1b1-b2ca-4a01-a23b-ec75c225fd2a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6S)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(CO5)(CO)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@](C[C@H]1C3=CC(=O)[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C(=O)O)O)O)O[C@H]7[C@@H]([C@](CO7)(CO)O)O)C)(C)C(=O)O
• InChI: InChI=1S/C41H62O14/c1-35(2)23-8-11-40(7)29(22(43)16-20-21-17-37(4,34(49)50)13-12-36(21,3)14-15-39(20,40)6)38(23,5)10-9-24(35)53-32-28(26(45)25(44)27(54-32)31(47)48)55-33-30(46)41(51,18-42)19-52-33/h16,21,23-30,32-33,42,44-46,51H,8-15,17-19H2,1-7H3,(H,47,48)(H,49,50)/t21-,23-,24-,25-,26-,27-,28+,29+,30-,32-,33-,36+,37-,38-,39+,40+,41+/m0/s1
• InChI Key: RETHOWGCGNZYSL-NNWQLOHHSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂O₁₄
• Molecular Weight: 778.90 g/mol
• Exact Mass: 778.41395665 g/mol
• Topological Polar Surface Area (TPSA): 230.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8751	87.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3868	38.68%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.4680	46.80%
P-glycoprotein inhibitior	+	0.7766	77.66%
P-glycoprotein substrate	-	0.6072	60.72%
CYP3A4 substrate	+	0.7349	73.49%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.9008	90.08%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7279	72.79%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9123	91.23%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4760	47.60%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.5374	53.74%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7276	72.76%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	-	0.6793	67.93%
Glucocorticoid receptor binding	+	0.7118	71.18%
Aromatase binding	+	0.6682	66.82%
PPAR gamma	+	0.7409	74.09%
Honey bee toxicity	-	0.7044	70.44%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9692	96.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	97.34%	94.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.01%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.41%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	94.93%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	94.49%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.71%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.90%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.71%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.89%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.95%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.25%	99.23%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.42%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.17%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.52%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.24%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.96%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.95%	92.94%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.44%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.07%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	82.66%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.78%	95.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.86%	93.00%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 101599071
• NPASS: NPC312935
• LOTUS: LTS0269568
• wikiData: Q104392600