29-Hydroxy-3beta-[(2-O-beta-D-glucopyranuronosyl-beta-D-glucopyranuronosyl)oxy]-11-oxo-22beta-hydroxyoleana-12-ene-30-oic acid gamma-lactone

Details

• Internal ID: 3a6ec108-55c2-499c-ae44-3b59da77fde3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-2-[[(1R,2R,5S,6R,9R,11S,14S,15R,19S,21R)-21-(hydroxymethyl)-2,5,6,10,10,14-hexamethyl-16,22-dioxo-23-oxahexacyclo[19.2.1.02,19.05,18.06,15.09,14]tetracos-17-en-11-yl]oxy]oxan-3-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)C(=O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C(=O)C=C6C3(CCC7(C6CC8(CC7OC8=O)CO)C)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C(=O)C=C4[C@]3(CC[C@@]5([C@H]4C[C@@]6(C[C@H]5OC6=O)CO)C)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O
• InChI: InChI=1S/C42H60O17/c1-37(2)20-7-10-41(6)31(19(44)13-17-18-14-42(16-43)15-22(56-36(42)54)38(18,3)11-12-40(17,41)5)39(20,4)9-8-21(37)55-35-30(26(48)25(47)29(58-35)33(52)53)59-34-27(49)23(45)24(46)28(57-34)32(50)51/h13,18,20-31,34-35,43,45-49H,7-12,14-16H2,1-6H3,(H,50,51)(H,52,53)/t18-,20-,21-,22+,23-,24-,25-,26-,27+,28-,29-,30+,31+,34-,35+,38+,39-,40+,41+,42+/m0/s1
• InChI Key: BLLBGEGVACQFPS-XGEKIMHTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₀O₁₇
• Molecular Weight: 836.90 g/mol
• Exact Mass: 836.38305044 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 0.67
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9165	91.65%
Caco-2	-	0.8821	88.21%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8714	87.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7138	71.38%
OATP1B3 inhibitior	-	0.2178	21.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5032	50.32%
BSEP inhibitior	+	0.6056	60.56%
P-glycoprotein inhibitior	+	0.7555	75.55%
P-glycoprotein substrate	-	0.6307	63.07%
CYP3A4 substrate	+	0.7279	72.79%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8961	89.61%
CYP3A4 inhibition	-	0.8340	83.40%
CYP2C9 inhibition	-	0.6907	69.07%
CYP2C19 inhibition	-	0.9082	90.82%
CYP2D6 inhibition	-	0.9448	94.48%
CYP1A2 inhibition	-	0.8587	85.87%
CYP2C8 inhibition	+	0.7171	71.71%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5546	55.46%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.5747	57.47%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4120	41.20%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.8925	89.25%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7322	73.22%
Acute Oral Toxicity (c)	III	0.6454	64.54%
Estrogen receptor binding	+	0.7699	76.99%
Androgen receptor binding	+	0.7450	74.50%
Thyroid receptor binding	-	0.7432	74.32%
Glucocorticoid receptor binding	+	0.7165	71.65%
Aromatase binding	+	0.6528	65.28%
PPAR gamma	+	0.7779	77.79%
Honey bee toxicity	-	0.7237	72.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9833	98.33%

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	95.10%	91.11%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	95.03%	94.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.02%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.73%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.47%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.21%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	86.59%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.00%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.62%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.29%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	83.62%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.50%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.69%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.25%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	80.41%	95.93%

Plants that contains it

• Glycyrrhiza uralensis
• Mitracarpus hirtus

Cross-Links

• PubChem: 102051867
• NPASS: NPC197934