6-[(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]-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid

Details

• Internal ID: 7fbc797e-d836-489c-9698-585e9567b132
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[(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]-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(CO5)O)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(CO5)O)O)O)C)C(=O)C=C6C3(CCC7(C6CC(CC7)(C)C(=O)O)C)C)C)C
• InChI: InChI=1S/C41H62O14/c1-36(2)23-8-11-41(7)31(21(42)16-19-20-17-38(4,35(50)51)13-12-37(20,3)14-15-40(19,41)6)39(23,5)10-9-24(36)53-34-30(27(46)26(45)29(54-34)32(48)49)55-33-28(47)25(44)22(43)18-52-33/h16,20,22-31,33-34,43-47H,8-15,17-18H2,1-7H3,(H,48,49)(H,50,51)
• InChI Key: DTMJARJUCFBMFR-UHFFFAOYSA-N
• Popularity: 1 reference 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: 3.50
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

• 121687-83-0
• 6-[(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]-3,4-dihydroxy-5-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid
• 29-hydroxy-11,29-dioxoolean-12-en-3-yl 2-o-pentopyranosylhexopyranosiduronic acid
• 3-O-(alpha-L-Arabinopyranosyl(1-2)-beta-D-glucuronopyranosyl)glycyrrhetic acid
• DTXSID30923930

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8757	87.57%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8755	87.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4434	44.34%
OATP1B3 inhibitior	-	0.2348	23.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.5726	57.26%
P-glycoprotein inhibitior	+	0.7728	77.28%
P-glycoprotein substrate	-	0.6720	67.20%
CYP3A4 substrate	+	0.7320	73.20%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8981	89.81%
CYP3A4 inhibition	-	0.8622	86.22%
CYP2C9 inhibition	-	0.8630	86.30%
CYP2C19 inhibition	-	0.9344	93.44%
CYP2D6 inhibition	-	0.9426	94.26%
CYP1A2 inhibition	-	0.8847	88.47%
CYP2C8 inhibition	+	0.6977	69.77%
CYP inhibitory promiscuity	-	0.9755	97.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5992	59.92%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9139	91.39%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4295	42.95%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.8703	87.03%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6984	69.84%
Acute Oral Toxicity (c)	III	0.5967	59.67%
Estrogen receptor binding	+	0.7487	74.87%
Androgen receptor binding	+	0.7296	72.96%
Thyroid receptor binding	-	0.7463	74.63%
Glucocorticoid receptor binding	+	0.6942	69.42%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.7371	73.71%
Honey bee toxicity	-	0.6947	69.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9805	98.05%

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	99.24%	94.78%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.78%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.00%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.00%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.11%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.98%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.68%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.67%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.17%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.26%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.45%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.43%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.57%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.45%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.96%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.86%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.74%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.29%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.24%	92.50%

Plants that contains it

• Glycyrrhiza glabra
• Glycyrrhiza inflata
• Glycyrrhiza uralensis

Cross-Links

• PubChem: 195342
• NPASS: NPC165357
• LOTUS: LTS0199653
• wikiData: Q82898023