2-[(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-2,5-dihydroxy-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-22-yl]propan-2-yl acetate

Details

• Internal ID: c3c50287-dc35-4c26-a0b6-f8ec99e9b6a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 2-[(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-2,5-dihydroxy-3,8,8,17,19-pentamethyl-23,24-dioxaheptacyclo[19.2.1.01,18.03,17.04,14.07,12.012,14]tetracosan-22-yl]propan-2-yl acetate
• 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)OC(=O)C
• 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)OC(=O)C
• InChI: InChI=1S/C37H58O11/c1-17-13-20-28(32(5,6)46-18(2)39)48-37(47-20)26(17)33(7)11-12-36-16-35(36)10-9-23(45-29-25(42)24(41)21(15-38)44-29)31(3,4)22(35)14-19(40)27(36)34(33,8)30(37)43/h17,19-30,38,40-43H,9-16H2,1-8H3/t17-,19+,20-,21-,22+,23+,24+,25-,26-,27+,28+,29+,30-,33-,34-,35-,36+,37+/m1/s1
• InChI Key: OHHSWGTUSDDMKW-FNKKAEASSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₈O₁₁
• Molecular Weight: 678.80 g/mol
• Exact Mass: 678.39791266 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7400	74.00%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7312	73.12%
OATP2B1 inhibitior	-	0.8643	86.43%
OATP1B1 inhibitior	+	0.8149	81.49%
OATP1B3 inhibitior	+	0.9244	92.44%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7425	74.25%
P-glycoprotein inhibitior	+	0.7636	76.36%
P-glycoprotein substrate	-	0.5396	53.96%
CYP3A4 substrate	+	0.7272	72.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8731	87.31%
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	+	0.6939	69.39%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6655	66.55%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9133	91.33%
Skin irritation	-	0.6449	64.49%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6826	68.26%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6436	64.36%
skin sensitisation	-	0.9088	90.88%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5659	56.59%
Acute Oral Toxicity (c)	I	0.5278	52.78%
Estrogen receptor binding	+	0.5894	58.94%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	-	0.5610	56.10%
Glucocorticoid receptor binding	+	0.5922	59.22%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	+	0.6524	65.24%
Honey bee toxicity	-	0.6437	64.37%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.28%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.72%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.55%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.85%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.95%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.50%	89.34%
CHEMBL2581	P07339	Cathepsin D	92.62%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.66%	96.95%
CHEMBL220	P22303	Acetylcholinesterase	89.66%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	89.24%	97.79%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.32%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.31%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.11%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.09%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.09%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	88.09%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.91%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.55%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.41%	95.50%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.89%	89.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.64%	96.61%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.58%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.71%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.25%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.36%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.07%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.96%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.93%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.55%	97.05%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.45%	95.71%
CHEMBL5028	O14672	ADAM10	80.19%	97.50%

Plants that contains it

• Actaea simplex

Cross-Links

• PubChem: 162869510
• LOTUS: LTS0067226
• wikiData: Q105192086