(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(3S,6R)-6-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2,2,6-trimethyloxan-3-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: 60a05daa-74ff-44e0-8d66-7647f55c183e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[(3S,6R)-6-[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-7,7,12,16-tetramethyl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2,2,6-trimethyloxan-3-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC23C1C(CC4C2(C3)CCC5(C4(CC(C5C6(CCC(C(O6)(C)C)OC7C(C(C(C(O7)CO)O)O)O)C)O)C)C)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(CO9)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@]34C[C@@]35CC[C@@H](C([C@@H]5[C@H](C[C@H]4[C@@]1(C[C@@H]([C@@H]2[C@]6(CC[C@@H](C(O6)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)O)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)(C)C)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O
• InChI: InChI=1S/C47H78O19/c1-41(2)26(64-38-33(57)28(52)21(51)18-60-38)9-11-47-19-46(47)13-12-43(5)36(45(7)10-8-27(42(3,4)66-45)65-40-35(59)32(56)30(54)24(17-49)63-40)20(50)15-44(43,6)25(46)14-22(37(41)47)61-39-34(58)31(55)29(53)23(16-48)62-39/h20-40,48-59H,8-19H2,1-7H3/t20-,21+,22-,23+,24+,25-,26-,27-,28-,29+,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40-,43+,44-,45+,46-,47+/m0/s1
• InChI Key: URBMJMSJJMBXIE-WJFBLDTJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₈O₁₉
• Molecular Weight: 947.10 g/mol
• Exact Mass: 946.51373025 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.45
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6100	61.00%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6546	65.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8325	83.25%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	-	0.5793	57.93%
CYP3A4 substrate	+	0.7116	71.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9168	91.68%
CYP2C9 inhibition	-	0.8035	80.35%
CYP2C19 inhibition	-	0.8441	84.41%
CYP2D6 inhibition	-	0.9477	94.77%
CYP1A2 inhibition	-	0.8963	89.63%
CYP2C8 inhibition	+	0.6501	65.01%
CYP inhibitory promiscuity	-	0.9520	95.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6862	68.62%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.7288	72.88%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7018	70.18%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7675	76.75%
skin sensitisation	-	0.9118	91.18%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8685	86.85%
Acute Oral Toxicity (c)	I	0.6007	60.07%
Estrogen receptor binding	+	0.7174	71.74%
Androgen receptor binding	+	0.7538	75.38%
Thyroid receptor binding	-	0.5539	55.39%
Glucocorticoid receptor binding	+	0.5962	59.62%
Aromatase binding	+	0.6409	64.09%
PPAR gamma	+	0.7404	74.04%
Honey bee toxicity	-	0.6388	63.88%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8394	83.94%

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	98.59%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.71%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.97%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.63%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.57%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	93.49%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.68%	83.57%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.66%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.49%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.08%	96.95%
CHEMBL3589	P55263	Adenosine kinase	85.77%	98.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.39%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.90%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.64%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.32%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	82.91%	95.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.80%	96.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.65%	82.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.85%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.02%	97.14%

Plants that contains it

• Astragalus dissectus

Cross-Links

• PubChem: 162916022
• LOTUS: LTS0189303
• wikiData: Q105277634