(2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,3R,6S,7S,8R,11R,12S,15R,16R)-15-[(2S,3S,4S,5R)-4-hydroxy-2-methoxy-5-(2-methylprop-1-enyl)oxolan-3-yl]-7-(hydroxymethyl)-7,12,16-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol

Details

• Internal ID: f9073d86-e860-42b0-811f-48bd5c59eb7a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6R)-2-methyl-6-[[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1S,3R,6S,7S,8R,11R,12S,15R,16R)-15-[(2S,3S,4S,5R)-4-hydroxy-2-methoxy-5-(2-methylprop-1-enyl)oxolan-3-yl]-7-(hydroxymethyl)-7,12,16-trimethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-2-yl]methoxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC45CC46CCC7(C(CCC7(C6CCC5C3(C)CO)C)C8C(C(OC8OC)C=C(C)C)O)C)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3CC[C@]45C[C@]46CC[C@@]7([C@H](CC[C@]7([C@H]6CC[C@H]5[C@@]3(C)CO)C)[C@H]8[C@@H]([C@H](O[C@@H]8OC)C=C(C)C)O)C)O)O)O)O)O)O
• InChI: InChI=1S/C43H70O14/c1-20(2)16-23-30(46)28(36(52-7)55-23)22-10-12-41(6)26-9-8-25-39(4,19-44)27(11-13-42(25)18-43(26,42)15-14-40(22,41)5)57-38-35(51)33(49)31(47)24(56-38)17-53-37-34(50)32(48)29(45)21(3)54-37/h16,21-38,44-51H,8-15,17-19H2,1-7H3/t21-,22+,23+,24+,25-,26+,27-,28-,29-,30+,31+,32+,33-,34+,35+,36-,37+,38-,39+,40+,41-,42+,43-/m0/s1
• InChI Key: RNOZUUHMHSYDAH-HLFGFXPESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₄
• Molecular Weight: 811.00 g/mol
• Exact Mass: 810.47655690 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 1.75
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7626	76.26%
Caco-2	-	0.8816	88.16%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7520	75.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8630	86.30%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6867	68.67%
P-glycoprotein inhibitior	+	0.7664	76.64%
P-glycoprotein substrate	+	0.5220	52.20%
CYP3A4 substrate	+	0.7221	72.21%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8216	82.16%
CYP3A4 inhibition	-	0.9150	91.50%
CYP2C9 inhibition	-	0.7486	74.86%
CYP2C19 inhibition	-	0.8119	81.19%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.8510	85.10%
CYP2C8 inhibition	+	0.7282	72.82%
CYP inhibitory promiscuity	-	0.8234	82.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6110	61.10%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.7037	70.37%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6108	61.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7901	79.01%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7341	73.41%
skin sensitisation	-	0.8806	88.06%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8191	81.91%
Acute Oral Toxicity (c)	I	0.5958	59.58%
Estrogen receptor binding	+	0.7614	76.14%
Androgen receptor binding	+	0.7545	75.45%
Thyroid receptor binding	-	0.5816	58.16%
Glucocorticoid receptor binding	+	0.6280	62.80%
Aromatase binding	+	0.6559	65.59%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.6276	62.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9386	93.86%

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	97.25%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.24%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.83%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.13%	96.61%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.86%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	92.15%	94.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.28%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.17%	92.94%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.33%	95.58%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.13%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.06%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.04%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.73%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.61%	97.47%
CHEMBL2243	O00519	Anandamide amidohydrolase	87.29%	97.53%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.32%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.16%	89.00%
CHEMBL2581	P07339	Cathepsin D	86.08%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.64%	89.05%
CHEMBL233	P35372	Mu opioid receptor	83.44%	97.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.29%	95.83%
CHEMBL1871	P10275	Androgen Receptor	82.22%	96.43%
CHEMBL226	P30542	Adenosine A1 receptor	82.10%	95.93%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	81.99%	97.34%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.07%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.93%	92.62%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.57%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.53%	92.86%
CHEMBL5255	O00206	Toll-like receptor 4	80.10%	92.50%

Plants that contains it

• Frullania dilatata
• Thalictrum squarrosum

Cross-Links

• PubChem: 163081307
• LOTUS: LTS0013065
• wikiData: Q105206684