(2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,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-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: a0df79cb-c9d0-48a4-ae2d-eb29a1e0ec70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1S,3R,6S,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-(hydroxymethyl)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(C(O7)CO)O)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C(C5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@]6(CC[C@H](O6)C(C)(C)O)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)(C)C)O
• InChI: InChI=1S/C36H60O10/c1-30(2)22(39)8-11-36-17-35(36)13-12-32(5)27(34(7)10-9-23(46-34)31(3,4)43)18(38)15-33(32,6)21(35)14-19(28(30)36)44-29-26(42)25(41)24(40)20(16-37)45-29/h18-29,37-43H,8-17H2,1-7H3/t18-,19-,20+,21-,22-,23-,24+,25-,26+,27-,28?,29+,32+,33-,34+,35-,36+/m0/s1
• InChI Key: MHQQPTNPTWQCBN-MEPPJVFLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₀O₁₀
• Molecular Weight: 652.90 g/mol
• Exact Mass: 652.41864811 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7344	73.44%
Caco-2	-	0.8416	84.16%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6935	69.35%
OATP2B1 inhibitior	-	0.7231	72.31%
OATP1B1 inhibitior	+	0.8607	86.07%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8462	84.62%
P-glycoprotein inhibitior	+	0.6788	67.88%
P-glycoprotein substrate	-	0.6038	60.38%
CYP3A4 substrate	+	0.7145	71.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8361	83.61%
CYP3A4 inhibition	-	0.8224	82.24%
CYP2C9 inhibition	-	0.7808	78.08%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8856	88.56%
CYP2C8 inhibition	+	0.6108	61.08%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6511	65.11%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9189	91.89%
Skin irritation	-	0.6978	69.78%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7005	70.05%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5841	58.41%
skin sensitisation	-	0.9091	90.91%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9192	91.92%
Acute Oral Toxicity (c)	I	0.6009	60.09%
Estrogen receptor binding	+	0.5357	53.57%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	-	0.5293	52.93%
Glucocorticoid receptor binding	+	0.6142	61.42%
Aromatase binding	+	0.6817	68.17%
PPAR gamma	+	0.6457	64.57%
Honey bee toxicity	-	0.6554	65.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8889	88.89%

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	98.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.84%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	96.08%	83.57%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.89%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.49%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	95.24%	96.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	93.37%	96.21%
CHEMBL226	P30542	Adenosine A1 receptor	92.55%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.21%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.13%	96.09%
CHEMBL1977	P11473	Vitamin D receptor	90.83%	99.43%
CHEMBL259	P32245	Melanocortin receptor 4	88.96%	95.38%
CHEMBL2996	Q05655	Protein kinase C delta	88.19%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.65%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.37%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.32%	92.86%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.31%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.76%	86.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	85.72%	94.23%
CHEMBL237	P41145	Kappa opioid receptor	85.33%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.33%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.15%	96.77%
CHEMBL3589	P55263	Adenosine kinase	83.56%	98.05%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.26%	95.58%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.84%	85.14%
CHEMBL220	P22303	Acetylcholinesterase	81.08%	94.45%
CHEMBL1871	P10275	Androgen Receptor	80.89%	96.43%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.52%	82.50%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.08%	93.33%

Plants that contains it

• Astragalus microcephalus

Cross-Links

• PubChem: 100927164
• LOTUS: LTS0274176
• wikiData: Q105163975