(2R,3R,4R,5R,6S)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-6,14-dihydroxy-15-[(2R,5S)-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]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 7e361415-f429-4fa9-883e-80e0080ecc18
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-6,14-dihydroxy-15-[(2R,5S)-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]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4(CC(C(C4(CCC35CC56C2C(C(CC6)O)(C)C)C)C7(CCC(O7)C(C)(C)O)C)O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]3[C@@]4(C[C@@H]([C@@H]([C@]4(CC[C@]35C[C@]56[C@@H]2C([C@H](CC6)O)(C)C)C)[C@]7(CC[C@H](O7)C(C)(C)O)C)O)C)O)O)O
• InChI: InChI=1S/C36H60O9/c1-18-24(39)25(40)26(41)29(43-18)44-20-15-21-33(7)16-19(37)27(34(8)11-10-23(45-34)31(4,5)42)32(33,6)13-14-35(21)17-36(35)12-9-22(38)30(2,3)28(20)36/h18-29,37-42H,9-17H2,1-8H3/t18-,19-,20-,21-,22-,23-,24-,25+,26+,27-,28-,29-,32+,33-,34+,35-,36+/m0/s1
• InChI Key: LMXZSKHOEAQAHJ-NFQADEAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₉
• Molecular Weight: 636.90 g/mol
• Exact Mass: 636.42373349 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.29
• 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	+	0.8227	82.27%
Caco-2	-	0.8289	82.89%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6344	63.44%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9093	90.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.8667	86.67%
P-glycoprotein inhibitior	+	0.6741	67.41%
P-glycoprotein substrate	-	0.5205	52.05%
CYP3A4 substrate	+	0.7138	71.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8303	83.03%
CYP3A4 inhibition	-	0.7593	75.93%
CYP2C9 inhibition	-	0.8157	81.57%
CYP2C19 inhibition	-	0.8169	81.69%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8658	86.58%
CYP2C8 inhibition	+	0.6256	62.56%
CYP inhibitory promiscuity	-	0.9411	94.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5961	59.61%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9213	92.13%
Skin irritation	-	0.6554	65.54%
Skin corrosion	-	0.9108	91.08%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6440	64.40%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6341	63.41%
skin sensitisation	-	0.8698	86.98%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9339	93.39%
Acute Oral Toxicity (c)	I	0.4723	47.23%
Estrogen receptor binding	-	0.4854	48.54%
Androgen receptor binding	+	0.7228	72.28%
Thyroid receptor binding	-	0.5371	53.71%
Glucocorticoid receptor binding	+	0.6044	60.44%
Aromatase binding	+	0.6690	66.90%
PPAR gamma	+	0.6285	62.85%
Honey bee toxicity	-	0.6543	65.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9394	93.94%

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	98.39%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.22%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	94.73%	83.57%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	94.07%	97.31%
CHEMBL240	Q12809	HERG	93.18%	89.76%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.37%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.17%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.90%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.35%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	90.07%	95.38%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.92%	95.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.43%	96.77%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.07%	97.36%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.18%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.81%	95.89%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.75%	95.58%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.37%	96.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.70%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.23%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.01%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.31%	92.86%
CHEMBL1977	P11473	Vitamin D receptor	83.28%	99.43%
CHEMBL1871	P10275	Androgen Receptor	83.12%	96.43%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.75%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	82.64%	95.93%
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	81.07%	99.17%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	80.97%	92.50%
CHEMBL1914	P06276	Butyrylcholinesterase	80.33%	95.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.31%	97.86%
CHEMBL204	P00734	Thrombin	80.07%	96.01%

Plants that contains it

• Astragalus coluteocarpus

Cross-Links

• PubChem: 21626606
• LOTUS: LTS0267345
• wikiData: Q105154178