2-[[6,14-Dihydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: d165cf40-4ede-4dfb-adda-e67ed2f3b784
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-[[6,14-dihydroxy-15-[5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)OC7C(C(C(CO7)O)O)O)O)C
• SMILES (Isomeric): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(O6)C(C)(C)O)C)O)C)C)OC7C(C(C(CO7)O)O)O)O)C
• InChI: InChI=1S/C35H58O9/c1-29(2)22(38)8-11-35-17-34(35)13-12-31(5)26(33(7)10-9-23(44-33)30(3,4)41)18(36)15-32(31,6)21(34)14-20(27(29)35)43-28-25(40)24(39)19(37)16-42-28/h18-28,36-41H,8-17H2,1-7H3
• InChI Key: OJJOKIYYVVEUJP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₉
• Molecular Weight: 622.80 g/mol
• Exact Mass: 622.40808342 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8027	80.27%
Caco-2	-	0.8288	82.88%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7091	70.91%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8181	81.81%
P-glycoprotein inhibitior	+	0.6571	65.71%
P-glycoprotein substrate	-	0.5153	51.53%
CYP3A4 substrate	+	0.7155	71.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.8676	86.76%
CYP2C9 inhibition	-	0.8056	80.56%
CYP2C19 inhibition	-	0.8552	85.52%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.8824	88.24%
CYP2C8 inhibition	+	0.6352	63.52%
CYP inhibitory promiscuity	-	0.9410	94.10%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6238	62.38%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.7055	70.55%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6757	67.57%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6216	62.16%
skin sensitisation	-	0.8950	89.50%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9403	94.03%
Acute Oral Toxicity (c)	I	0.5481	54.81%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7295	72.95%
Thyroid receptor binding	-	0.5247	52.47%
Glucocorticoid receptor binding	+	0.6056	60.56%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	+	0.6229	62.29%
Honey bee toxicity	-	0.6529	65.29%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9303	93.03%

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	98.03%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.84%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.51%	83.57%
CHEMBL240	Q12809	HERG	93.76%	89.76%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.33%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.78%	97.09%
CHEMBL204	P00734	Thrombin	92.21%	96.01%
CHEMBL284	P27487	Dipeptidyl peptidase IV	91.81%	95.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.64%	96.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.71%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	89.35%	95.00%
CHEMBL259	P32245	Melanocortin receptor 4	89.21%	95.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.45%	95.58%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.17%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.52%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.35%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.35%	96.09%
CHEMBL1871	P10275	Androgen Receptor	85.04%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	84.68%	95.93%
CHEMBL1977	P11473	Vitamin D receptor	82.59%	99.43%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.43%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.21%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.65%	85.31%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.42%	92.86%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.36%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.22%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.72%	94.62%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.65%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.25%	92.62%

Plants that contains it

• Astragalus dissectus
• Astragalus trigonus

Cross-Links

• PubChem: 85111280
• LOTUS: LTS0129604
• wikiData: Q105193126