(1S,2R,3S,4R,5S,7R,9S,12R,14S,17R,18R,19R,21R,22S)-9-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosane-2,5-diol

Details

• Internal ID: 40f11f51-97fc-4016-855a-d9c96ba8db70
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1S,2R,3S,4R,5S,7R,9S,12R,14S,17R,18R,19R,21R,22S)-9-[(2R,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-22-(2-hydroxypropan-2-yl)-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosane-2,5-diol
• SMILES (Canonical): CC1CC2C(OC3(C1C4(CCC56CC57CCC(C(C7CC(C6C4(C3O)C)O)(C)C)OC8C(C(C(O8)CO)O)O)C)O2)C(C)(C)O
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@H](O[C@]3([C@H]1[C@]4(CC[C@@]56C[C@@]57CC[C@@H](C([C@@H]7C[C@@H]([C@H]6[C@@]4([C@H]3O)C)O)(C)C)O[C@H]8[C@@H]([C@H]([C@H](O8)CO)O)O)C)O2)C(C)(C)O
• InChI: InChI=1S/C35H56O10/c1-16-12-18-26(30(4,5)41)45-35(44-18)24(16)31(6)10-11-34-15-33(34)9-8-21(43-27-23(39)22(38)19(14-36)42-27)29(2,3)20(33)13-17(37)25(34)32(31,7)28(35)40/h16-28,36-41H,8-15H2,1-7H3/t16-,17+,18-,19-,20+,21+,22+,23-,24-,25+,26+,27+,28-,31-,32-,33-,34+,35+/m1/s1
• InChI Key: AJAMVFYOMZHPSA-QOQUFPAFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₀
• Molecular Weight: 636.80 g/mol
• Exact Mass: 636.38734798 g/mol
• Topological Polar Surface Area (TPSA): 158.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.09
• H-Bond Acceptor: 10
• 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	+	0.6650	66.50%
Caco-2	-	0.8401	84.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6361	63.61%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8366	83.66%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9229	92.29%
P-glycoprotein inhibitior	+	0.6886	68.86%
P-glycoprotein substrate	-	0.5870	58.70%
CYP3A4 substrate	+	0.7160	71.60%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	-	0.8840	88.40%
CYP2C9 inhibition	-	0.7743	77.43%
CYP2C19 inhibition	-	0.8614	86.14%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	+	0.7177	71.77%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9165	91.65%
Skin irritation	-	0.6787	67.87%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.6524	65.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6906	69.06%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5963	59.63%
skin sensitisation	-	0.9086	90.86%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	I	0.5951	59.51%
Estrogen receptor binding	-	0.4748	47.48%
Androgen receptor binding	+	0.7570	75.70%
Thyroid receptor binding	-	0.5516	55.16%
Glucocorticoid receptor binding	+	0.5446	54.46%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	+	0.6327	63.27%
Honey bee toxicity	-	0.6684	66.84%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8616	86.16%

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	97.10%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.47%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.92%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	94.23%	97.79%
CHEMBL220	P22303	Acetylcholinesterase	92.62%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.32%	85.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.42%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.46%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.81%	97.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.93%	89.34%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.66%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.98%	95.50%
CHEMBL206	P03372	Estrogen receptor alpha	86.94%	97.64%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.64%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.60%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	85.75%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.76%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.67%	95.93%
CHEMBL2581	P07339	Cathepsin D	83.07%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	82.26%	99.43%
CHEMBL5255	O00206	Toll-like receptor 4	81.94%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.82%	96.61%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.18%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.18%	97.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.13%	97.53%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.85%	92.86%
CHEMBL1871	P10275	Androgen Receptor	80.56%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.52%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.09%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.06%	93.04%

Plants that contains it

• Actaea simplex

Cross-Links

• PubChem: 163103126
• LOTUS: LTS0230900
• wikiData: Q104913065