[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-15-[(1R)-1-[(2R,4S,5S)-4,5-dihydroxy-4-propan-2-yloxolan-2-yl]ethyl]-4,6-dihydroxy-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate

Details

• Internal ID: 87cca23f-5aa4-4111-a6d3-6f45b90720b1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1S,3S,4S,6S,7S,8R,11S,12S,15R,16R)-15-[(1R)-1-[(2R,4S,5S)-4,5-dihydroxy-4-propan-2-yloxolan-2-yl]ethyl]-4,6-dihydroxy-7,12,16-trimethylpentacyclo[9.7.0.01,3.03,8.012,16]octadecane-7-carboxylate
• SMILES (Canonical): CC(C)C1(CC(OC1O)C(C)C2CCC3(C2(CCC45C3CCC6C4(C5)C(CC(C6(C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)O)O)C)C)O
• SMILES (Isomeric): C[C@H]([C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)[C@H](C[C@@H]([C@@]5(C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)C)C)[C@H]7C[C@@]([C@H](O7)O)(C(C)C)O
• InChI: InChI=1S/C37H60O12/c1-17(2)37(46)14-20(48-31(37)45)18(3)19-9-10-33(5)22-7-8-23-34(6,30(44)49-29-28(43)27(42)26(41)21(15-38)47-29)24(39)13-25(40)36(23)16-35(22,36)12-11-32(19,33)4/h17-29,31,38-43,45-46H,7-16H2,1-6H3/t18-,19-,20-,21-,22+,23+,24+,25+,26-,27+,28-,29+,31+,32-,33+,34+,35+,36-,37+/m1/s1
• InChI Key: KKUOJZVNLJCTPF-OYXWWQBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₆₀O₁₂
• Molecular Weight: 696.90 g/mol
• Exact Mass: 696.40847734 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 1.21
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7400	74.00%
Caco-2	-	0.8567	85.67%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	0.8648	86.48%
OATP1B1 inhibitior	+	0.8495	84.95%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8545	85.45%
P-glycoprotein inhibitior	+	0.7385	73.85%
P-glycoprotein substrate	+	0.5435	54.35%
CYP3A4 substrate	+	0.7228	72.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8514	85.14%
CYP3A4 inhibition	-	0.8323	83.23%
CYP2C9 inhibition	-	0.7602	76.02%
CYP2C19 inhibition	-	0.8712	87.12%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.8816	88.16%
CYP2C8 inhibition	+	0.6166	61.66%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6655	66.55%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9124	91.24%
Skin irritation	-	0.6449	64.49%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5828	58.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.6933	69.33%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7723	77.23%
skin sensitisation	-	0.9088	90.88%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8031	80.31%
Acute Oral Toxicity (c)	I	0.5278	52.78%
Estrogen receptor binding	+	0.6666	66.66%
Androgen receptor binding	+	0.7547	75.47%
Thyroid receptor binding	-	0.5628	56.28%
Glucocorticoid receptor binding	+	0.5833	58.33%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	+	0.6557	65.57%
Honey bee toxicity	-	0.7200	72.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6955	69.55%
Fish aquatic toxicity	+	0.9009	90.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.06%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.17%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.44%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.94%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.65%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.15%	96.21%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.10%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.06%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.52%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.24%	96.77%
CHEMBL2581	P07339	Cathepsin D	90.66%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.19%	95.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.11%	91.24%
CHEMBL4302	P08183	P-glycoprotein 1	88.03%	92.98%
CHEMBL226	P30542	Adenosine A1 receptor	87.96%	95.93%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.83%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.91%	95.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.80%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.52%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.12%	94.33%
CHEMBL220	P22303	Acetylcholinesterase	84.37%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.88%	93.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.62%	82.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.52%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.36%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.17%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.76%	85.14%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	82.73%	99.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.66%	92.50%
CHEMBL237	P41145	Kappa opioid receptor	82.53%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.35%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.30%	92.62%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.26%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.99%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.96%	91.19%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	80.74%	97.86%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.72%	98.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.06%	86.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.05%	95.89%

Plants that contains it

• Passiflora edulis

Cross-Links

• PubChem: 162906610
• LOTUS: LTS0239812
• wikiData: Q105142389