[(2S,3R,4S,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (1S,4S,5R,9R,10R,11S,13S,14S)-5,9,13-trimethyl-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecane-5-carboxylate

Details

• Internal ID: be1ee59a-c8ae-4b38-8e52-2881a3f01e2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: [(2S,3R,4S,5R,6R)-4-[(2S,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl] (1S,4S,5R,9R,10R,11S,13S,14S)-5,9,13-trimethyl-12-oxapentacyclo[11.2.1.111,14.01,10.04,9]heptadecane-5-carboxylate
• InChI: InChI=1S/C38H60O17/c1-35-6-4-7-36(2,22(35)5-8-38-11-16-9-18(31(35)38)55-37(16,3)15-38)34(48)54-33-30(53-32-28(47)27(46)25(44)20(13-40)50-32)29(26(45)21(14-41)51-33)52-23-10-17(42)24(43)19(12-39)49-23/h16-33,39-47H,4-15H2,1-3H3/t16-,17-,18+,19-,20-,21-,22+,23+,24+,25-,26-,27+,28-,29+,30-,31+,32+,33+,35-,36-,37+,38+/m1/s1
• InChI Key: NLAFMDLSFNPLSM-YKVLXCHZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₁₇
• Molecular Weight: 788.90 g/mol
• Exact Mass: 788.38305044 g/mol
• Topological Polar Surface Area (TPSA): 264.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): -1.81
• H-Bond Acceptor: 17
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5722	57.22%
Caco-2	-	0.8866	88.66%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6743	67.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8404	84.04%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6572	65.72%
P-glycoprotein inhibitior	+	0.6983	69.83%
P-glycoprotein substrate	+	0.5206	52.06%
CYP3A4 substrate	+	0.7268	72.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.8985	89.85%
CYP2C19 inhibition	-	0.8729	87.29%
CYP2D6 inhibition	-	0.9578	95.78%
CYP1A2 inhibition	-	0.9125	91.25%
CYP2C8 inhibition	+	0.5711	57.11%
CYP inhibitory promiscuity	-	0.9708	97.08%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6610	66.10%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.6369	63.69%
Skin corrosion	-	0.9463	94.63%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7121	71.21%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9363	93.63%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.9009	90.09%
Acute Oral Toxicity (c)	I	0.7108	71.08%
Estrogen receptor binding	+	0.7099	70.99%
Androgen receptor binding	+	0.7045	70.45%
Thyroid receptor binding	-	0.6165	61.65%
Glucocorticoid receptor binding	+	0.5516	55.16%
Aromatase binding	+	0.6316	63.16%
PPAR gamma	+	0.6437	64.37%
Honey bee toxicity	-	0.6599	65.99%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8362	83.62%

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	97.67%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.85%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	96.57%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.11%	94.45%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.45%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.90%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	90.71%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	90.24%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.47%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.04%	95.58%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.79%	96.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.27%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.10%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.19%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.76%	98.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.11%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	82.93%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.70%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.60%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.53%	92.62%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.95%	95.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.77%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.00%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.98%	95.83%
CHEMBL259	P32245	Melanocortin receptor 4	80.97%	95.38%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	80.95%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.84%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.72%	99.23%

Plants that contains it

• Stevia subpubescens

Cross-Links

• PubChem: 101927623
• LOTUS: LTS0258324
• wikiData: Q105181235