[(2R,3S,4S,6S)-6-[(23E,27E,31E)-36-[3-[3-[(3-but-3-enyloxiran-2-yl)methyl]but-3-enyl]oxiran-2-yl]-1,4,8-trihydroxy-21,25-dimethyl-6,14-dioxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexatriaconta-23,27,31-trienyl]-4-hydroxy-2-(2-hydroxypropyl)oxan-3-yl] hydrogen sulfate

Details

• Internal ID: 6643b726-0d9f-4605-a21b-5d823abee8a3
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(2R,3S,4S,6S)-6-[(23E,27E,31E)-36-[3-[3-[(3-but-3-enyloxiran-2-yl)methyl]but-3-enyl]oxiran-2-yl]-1,4,8-trihydroxy-21,25-dimethyl-6,14-dioxo-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyhexatriaconta-23,27,31-trienyl]-4-hydroxy-2-(2-hydroxypropyl)oxan-3-yl] hydrogen sulfate
• SMILES (Canonical): CC(CCCCCCC(=O)CCCC(CC(CC(=O)CC(CCC(C1CC(C(C(O1)CC(C)O)OS(=O)(=O)O)O)O)O)O)OC2C(C(C(C(O2)COC3C(C(C(C(O3)CO)O)O)O)O)O)O)CC=CC(C)CC=CCCC=CCCCCC4C(O4)CCC(=C)CC5C(O5)CCC=C
• SMILES (Isomeric): CC(CCCCCCC(=O)CCCC(CC(CC(=O)CC(CCC([C@@H]1C[C@@H]([C@@H]([C@H](O1)CC(C)O)OS(=O)(=O)O)O)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)C/C=C/C(C)C/C=C/CC/C=C/CCCCC4C(O4)CCC(=C)CC5C(O5)CCC=C
• InChI: InChI=1S/C71H120O25S/c1-6-7-30-56-59(92-56)36-46(4)32-35-57-55(91-57)31-20-14-12-10-8-9-11-13-17-23-44(2)25-21-26-45(3)24-18-15-16-19-27-48(74)28-22-29-52(90-71-68(85)66(83)64(81)62(95-71)43-89-70-67(84)65(82)63(80)61(42-72)94-70)40-51(77)39-50(76)38-49(75)33-34-53(78)58-41-54(79)69(96-97(86,87)88)60(93-58)37-47(5)73/h6,8,10,13,17,21,25,44-45,47,49,51-73,75,77-85H,1,4,7,9,11-12,14-16,18-20,22-24,26-43H2,2-3,5H3,(H,86,87,88)/b10-8+,17-13+,25-21+/t44?,45?,47?,49?,51?,52?,53?,54-,55?,56?,57?,58-,59?,60+,61+,62+,63+,64+,65-,66-,67+,68+,69-,70+,71+/m0/s1
• InChI Key: LVWHMDYJKBEFPO-UOFXMMITSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₁H₁₂₀O₂₅S
• Molecular Weight: 1405.80 g/mol
• Exact Mass: 1404.78394048 g/mol
• Topological Polar Surface Area (TPSA): 420.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 52

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4698	46.98%
Caco-2	-	0.8610	86.10%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5743	57.43%
OATP2B1 inhibitior	-	0.8670	86.70%
OATP1B1 inhibitior	+	0.8038	80.38%
OATP1B3 inhibitior	+	0.9292	92.92%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9937	99.37%
P-glycoprotein inhibitior	+	0.7422	74.22%
P-glycoprotein substrate	+	0.8122	81.22%
CYP3A4 substrate	+	0.7540	75.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8670	86.70%
CYP3A4 inhibition	-	0.6471	64.71%
CYP2C9 inhibition	-	0.7292	72.92%
CYP2C19 inhibition	-	0.6861	68.61%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.7154	71.54%
CYP2C8 inhibition	+	0.8122	81.22%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.6094	60.94%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.7545	75.45%
Skin corrosion	-	0.9052	90.52%
Ames mutagenesis	-	0.6478	64.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.8552	85.52%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8156	81.56%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7440	74.40%
Acute Oral Toxicity (c)	III	0.6013	60.13%
Estrogen receptor binding	+	0.8197	81.97%
Androgen receptor binding	+	0.7350	73.50%
Thyroid receptor binding	+	0.6235	62.35%
Glucocorticoid receptor binding	+	0.7480	74.80%
Aromatase binding	+	0.5512	55.12%
PPAR gamma	+	0.8079	80.79%
Honey bee toxicity	-	0.6003	60.03%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL220	P22303	Acetylcholinesterase	99.88%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	97.84%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.95%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.92%	96.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	96.51%	95.71%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	95.82%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.45%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	95.03%	92.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.66%	97.29%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	94.58%	85.94%
CHEMBL340	P08684	Cytochrome P450 3A4	93.87%	91.19%
CHEMBL4588	P22894	Matrix metalloproteinase 8	93.79%	94.66%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.56%	97.25%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	92.84%	92.32%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.80%	85.31%
CHEMBL1951	P21397	Monoamine oxidase A	92.47%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.35%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.06%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	90.92%	95.92%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.88%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.43%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.36%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	89.54%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.03%	95.89%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	88.93%	95.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.87%	96.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.52%	96.90%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	88.20%	92.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.15%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.11%	93.56%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.74%	97.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.64%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.41%	97.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.12%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.82%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.59%	94.33%
CHEMBL2514	O95665	Neurotensin receptor 2	85.20%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.15%	96.77%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.14%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.54%	95.83%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	84.53%	95.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.15%	89.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.85%	92.88%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.61%	96.37%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.58%	89.44%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.55%	90.08%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.53%	94.97%
CHEMBL4015	P41597	C-C chemokine receptor type 2	82.34%	98.57%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.84%	91.24%

Plants that contains it

• Lindera erythrocarpa

Cross-Links

• PubChem: 10034454
• LOTUS: LTS0027895
• wikiData: Q105120825