propyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8,9-trihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylate

Details

• Internal ID: e9096513-c9ba-4b36-b61e-4b690a3df808
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: propyl (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,7R,8S,8aR,9R,10R,12aS,14aR,14bR)-7,8,9-trihydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-[(Z)-2-methylbut-2-enoyl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxyoxane-2-carboxylate
• SMILES (Canonical): CCCOC(=O)C1C(C(C(C(O1)OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(C(C(C6(C5CC(C(C6O)OC(=O)C(=CC)C)(C)C)CO)O)O)C)C)C)O)OC7C(C(C(C(O7)CO)OC8C(C(C(CO8)O)O)O)O)O)O
• SMILES (Isomeric): CCCOC(=O)[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3CC=C5[C@]4([C@H]([C@H]([C@@]6([C@H]5CC([C@H]([C@@H]6O)OC(=O)/C(=C\C)/C)(C)C)CO)O)O)C)C)C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O
• InChI: InChI=1S/C55H88O22/c1-11-19-70-46(69)40-36(63)39(75-48-35(62)33(60)38(28(21-56)72-48)74-47-34(61)32(59)27(58)22-71-47)37(64)49(76-40)73-31-16-17-52(8)29(51(31,6)7)15-18-53(9)30(52)14-13-25-26-20-50(4,5)44(77-45(68)24(3)12-2)43(67)55(26,23-57)42(66)41(65)54(25,53)10/h12-13,26-44,47-49,56-67H,11,14-23H2,1-10H3/b24-12-/t26-,27+,28+,29-,30+,31-,32-,33+,34+,35+,36-,37+,38+,39-,40-,41-,42+,43-,44-,47-,48-,49+,52-,53+,54-,55-/m0/s1
• InChI Key: VARHIPCGZLKSDN-IGXKBIAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₂
• Molecular Weight: 1101.30 g/mol
• Exact Mass: 1100.57672443 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): -0.39
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8539	85.39%
Caco-2	-	0.8692	86.92%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8575	85.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7775	77.75%
OATP1B3 inhibitior	-	0.3799	37.99%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9555	95.55%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6558	65.58%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8956	89.56%
CYP3A4 inhibition	-	0.6349	63.49%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8968	89.68%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.8071	80.71%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7673	76.73%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7459	74.59%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7181	71.81%
Acute Oral Toxicity (c)	III	0.7630	76.30%
Estrogen receptor binding	+	0.7758	77.58%
Androgen receptor binding	+	0.7613	76.13%
Thyroid receptor binding	+	0.6364	63.64%
Glucocorticoid receptor binding	+	0.8063	80.63%
Aromatase binding	+	0.6552	65.52%
PPAR gamma	+	0.8299	82.99%
Honey bee toxicity	-	0.6320	63.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9719	97.19%

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	98.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.15%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.13%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.79%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	94.53%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.67%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.24%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.32%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.21%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.21%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.90%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.08%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.07%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.90%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.56%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.13%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.94%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.65%	91.07%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.05%	97.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.97%	93.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.17%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.65%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.56%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.72%	96.77%
CHEMBL3401	O75469	Pregnane X receptor	81.38%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	81.30%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.25%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.15%	99.17%

Plants that contains it

• Sanicula europaea

Cross-Links

• PubChem: 21582593
• LOTUS: LTS0273755
• wikiData: Q105282925