(E,2S,3R,5R,8R,9S)-10-[(2R,3R,4S,5S)-6-[(1S,3S,4R,5R,11S)-12-[(1R,3S,5S,7R)-5-[(8S)-9-[(2R,3R,4S,5R,6S)-6-[(E,2S,3S,6S,9R,10R)-10-[(4R,5S,6R)-6-[(2R,3R)-4-[(2R,3S,4S,5R,6S)-6-[(2S,3Z,5E,8R,10R,12Z,17S,18R,19R,20R)-21-[(2R,3R,4S,5S,6R)-6-[(Z,3R,4R)-5-[(1S,3R,5S,7R)-7-[2-[(2R,3R,5S)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl]-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-enyl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trienyl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-enyl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-N-[(Z)-3-(3-hydroxypropylamino)-3-oxoprop-1-enyl]-3,7-dimethyldec-6-enamide

Details

• Internal ID: d1ad8f32-e936-4acc-8287-bfa8ba12f0bd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (E,2S,3R,5R,8R,9S)-10-[(2R,3R,4S,5S)-6-[(1S,3S,4R,5R,11S)-12-[(1R,3S,5S,7R)-5-[(8S)-9-[(2R,3R,4S,5R,6S)-6-[(E,2S,3S,6S,9R,10R)-10-[(4R,5S,6R)-6-[(2R,3R)-4-[(2R,3S,4S,5R,6S)-6-[(2S,3Z,5E,8R,10R,12Z,17S,18R,19R,20R)-21-[(2R,3R,4S,5S,6R)-6-[(Z,3R,4R)-5-[(1S,3R,5S,7R)-7-[2-[(2R,3R,5S)-5-(aminomethyl)-3-hydroxyoxolan-2-yl]ethyl]-2,6-dioxabicyclo[3.2.1]octan-3-yl]-3,4-dihydroxypent-1-enyl]-3,4,5-trihydroxyoxan-2-yl]-2,8,9,10,17,18,19-heptahydroxy-20-methyl-14-methylidenehenicosa-3,5,12-trienyl]-3,4,5-trihydroxyoxan-2-yl]-2,3-dihydroxybutyl]-4,5-dihydroxyoxan-2-yl]-2,6,9,10-tetrahydroxy-3-methyldec-4-enyl]-3,4,5,6-tetrahydroxyoxan-2-yl]-8-hydroxynonyl]-1,3-dimethyl-6,8-dioxabicyclo[3.2.1]octan-7-yl]-1,2,3,4,5-pentahydroxy-11-methyldodecyl]-3,4,5-trihydroxyoxan-2-yl]-2,5,8,9-tetrahydroxy-N-[(Z)-3-(3-hydroxypropylamino)-3-oxoprop-1-enyl]-3,7-dimethyldec-6-enamide
• InChI: InChI=1S/C129H223N3O54/c1-62(29-33-81(143)108(158)103(153)68(7)47-93-111(161)117(167)110(160)91(180-93)36-35-76(138)82(144)51-73-50-74-53-92(178-73)90(177-74)38-37-89-85(147)52-75(61-130)179-89)23-20-28-78(140)105(155)77(139)26-18-13-16-25-70(135)48-94-112(162)118(168)113(163)97(181-94)55-84(146)83(145)54-95-107(157)87(149)57-96(182-95)106(156)80(142)34-32-69(134)31-30-65(4)88(150)60-129(176)125(174)123(173)115(165)99(184-129)49-71(136)24-15-10-9-11-19-40-128-59-64(3)58-127(8,186-128)100(185-128)44-63(2)22-14-12-17-27-79(141)109(159)116(166)120(170)122(172)124-121(171)119(169)114(164)98(183-124)56-86(148)102(152)66(5)45-72(137)46-67(6)104(154)126(175)132-42-39-101(151)131-41-21-43-133/h13,16,18,20,23,25,30-31,35-36,39,42,45,63-65,67-100,102-125,133-150,152-174,176H,1,9-12,14-15,17,19,21-22,24,26-29,32-34,37-38,40-41,43-44,46-61,130H2,2-8H3,(H,131,151)(H,132,175)/b18-13+,23-20-,25-16-,31-30+,36-35-,42-39-,66-45+/t63-,64-,65-,67+,68+,69+,70+,71-,72-,73-,74-,75-,76+,77+,78+,79+,80+,81-,82+,83+,84+,85+,86-,87+,88-,89+,90+,91+,92-,93+,94-,95+,96?,97+,98+,99+,100+,102+,103+,104-,105?,106+,107-,108+,109+,110+,111-,112-,113+,114-,115-,116-,117+,118-,119-,120?,121-,122-,123-,124?,125+,127+,128-,129-/m0/s1
• InChI Key: CWODDUGJZSCNGB-YVYNORSQSA-N
• Popularity: 402 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂₉H₂₂₃N₃O₅₄
• Molecular Weight: 2680.10 g/mol
• Exact Mass: 2679.4829484 g/mol
• Topological Polar Surface Area (TPSA): 1030.00 Ų
• XlogP: -6.60
• Atomic LogP (AlogP): -8.64
• H-Bond Acceptor: 55
• H-Bond Donor: 45
• Rotatable Bonds: 80

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7164	71.64%
Caco-2	-	0.8584	85.84%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5749	57.49%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.7948	79.48%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9525	95.25%
P-glycoprotein inhibitior	+	0.7416	74.16%
P-glycoprotein substrate	+	0.8668	86.68%
CYP3A4 substrate	+	0.7670	76.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8639	86.39%
CYP3A4 inhibition	-	0.9257	92.57%
CYP2C9 inhibition	-	0.8665	86.65%
CYP2C19 inhibition	-	0.8465	84.65%
CYP2D6 inhibition	-	0.9186	91.86%
CYP1A2 inhibition	-	0.8708	87.08%
CYP2C8 inhibition	+	0.8824	88.24%
CYP inhibitory promiscuity	-	0.9377	93.77%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4815	48.15%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.7224	72.24%
Skin corrosion	-	0.9172	91.72%
Ames mutagenesis	-	0.5315	53.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.7535	75.35%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5041	50.41%
skin sensitisation	-	0.8313	83.13%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.4792	47.92%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	+	0.7136	71.36%
Androgen receptor binding	+	0.7722	77.22%
Thyroid receptor binding	+	0.7171	71.71%
Glucocorticoid receptor binding	+	0.8066	80.66%
Aromatase binding	+	0.6887	68.87%
PPAR gamma	+	0.8229	82.29%
Honey bee toxicity	-	0.5824	58.24%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8797	87.97%

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	99.86%	91.11%
CHEMBL325	Q13547	Histone deacetylase 1	99.46%	95.92%
CHEMBL2581	P07339	Cathepsin D	99.20%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.40%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	97.35%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	96.99%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.37%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	96.34%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.30%	99.17%
CHEMBL204	P00734	Thrombin	96.29%	96.01%
CHEMBL4227	P25090	Lipoxin A4 receptor	96.21%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	96.19%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	95.79%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	95.07%	95.93%
CHEMBL2514	O95665	Neurotensin receptor 2	94.85%	100.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.71%	97.29%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	94.60%	89.67%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	93.03%	80.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.00%	93.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	92.91%	98.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.84%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.49%	91.24%
CHEMBL2094135	Q96BI3	Gamma-secretase	91.99%	98.05%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.82%	93.10%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	90.98%	92.32%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.96%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.85%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.55%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.27%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.15%	96.47%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	89.74%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	89.73%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.53%	96.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.83%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.73%	96.00%
CHEMBL4581	P52732	Kinesin-like protein 1	87.66%	93.18%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.51%	91.07%
CHEMBL236	P41143	Delta opioid receptor	87.21%	99.35%
CHEMBL1075317	P61964	WD repeat-containing protein 5	86.83%	96.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.42%	89.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.19%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.05%	95.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.79%	88.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.64%	100.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.48%	95.71%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.48%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.40%	85.14%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	85.27%	95.00%
CHEMBL220	P22303	Acetylcholinesterase	85.14%	94.45%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.65%	89.44%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	84.17%	88.00%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	83.63%	82.05%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.22%	97.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.18%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.76%	95.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.69%	85.31%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.33%	85.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.28%	96.25%
CHEMBL299	P17252	Protein kinase C alpha	82.23%	98.03%
CHEMBL5255	O00206	Toll-like receptor 4	80.97%	92.50%
CHEMBL5028	O14672	ADAM10	80.59%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.58%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.52%	97.93%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.46%	95.83%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	80.43%	96.11%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.36%	97.28%
CHEMBL4073	P09237	Matrix metalloproteinase 7	80.06%	97.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 129628782
• LOTUS: LTS0114703
• wikiData: Q104392328