[6-Methyl-5-(2-methylpropanoyloxy)-2-[[4,5,23-trihydroxy-24-(hydroxymethyl)-6-methyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-26-yl]oxy]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 2-methylbutanoate

Details

• Internal ID: 56230024-262d-49ae-984c-f5a6d1185a10
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [6-methyl-5-(2-methylpropanoyloxy)-2-[[4,5,23-trihydroxy-24-(hydroxymethyl)-6-methyl-20-oxo-10-pentyl-2,7,9,21,25-pentaoxatricyclo[20.3.1.03,8]hexacosan-26-yl]oxy]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 2-methylbutanoate
• SMILES (Canonical): CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC3C(C(C(C(O3)C)OC(=O)C(C)C)OC4C(C(C(C(O4)C)O)O)O)OC(=O)C(C)CC)OC5C(C(C(OC5O1)C)O)O)CO)O
• SMILES (Isomeric): CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC(C2OC3C(C(C(C(O3)C)OC(=O)C(C)C)OC4C(C(C(C(O4)C)O)O)O)OC(=O)C(C)CC)OC5C(C(C(OC5O1)C)O)O)CO)O
• InChI: InChI=1S/C49H84O21/c1-9-11-17-20-29-21-18-15-13-12-14-16-19-22-31(51)65-39-34(54)30(23-50)64-49(68-40-36(56)33(53)27(7)61-47(40)63-29)42(39)70-48-43(67-45(59)25(5)10-2)41(38(28(8)62-48)66-44(58)24(3)4)69-46-37(57)35(55)32(52)26(6)60-46/h24-30,32-43,46-50,52-57H,9-23H2,1-8H3
• InChI Key: YVZXAELYVSEGBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₈₄O₂₁
• Molecular Weight: 1009.20 g/mol
• Exact Mass: 1008.55050968 g/mol
• Topological Polar Surface Area (TPSA): 294.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 21
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5877	58.77%
Caco-2	-	0.8696	86.96%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8451	84.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8132	81.32%
OATP1B3 inhibitior	+	0.8364	83.64%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9073	90.73%
P-glycoprotein inhibitior	+	0.7098	70.98%
P-glycoprotein substrate	+	0.6661	66.61%
CYP3A4 substrate	+	0.7015	70.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8881	88.81%
CYP3A4 inhibition	-	0.7091	70.91%
CYP2C9 inhibition	-	0.8656	86.56%
CYP2C19 inhibition	-	0.8474	84.74%
CYP2D6 inhibition	-	0.9420	94.20%
CYP1A2 inhibition	-	0.8771	87.71%
CYP2C8 inhibition	+	0.6559	65.59%
CYP inhibitory promiscuity	-	0.9781	97.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7486	74.86%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.8175	81.75%
Skin corrosion	-	0.9591	95.91%
Ames mutagenesis	-	0.6978	69.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6522	65.22%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6415	64.15%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7898	78.98%
Acute Oral Toxicity (c)	III	0.6808	68.08%
Estrogen receptor binding	+	0.8132	81.32%
Androgen receptor binding	+	0.6030	60.30%
Thyroid receptor binding	-	0.5609	56.09%
Glucocorticoid receptor binding	+	0.6471	64.71%
Aromatase binding	+	0.5996	59.96%
PPAR gamma	+	0.6759	67.59%
Honey bee toxicity	-	0.7330	73.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5526	55.26%
Fish aquatic toxicity	+	0.9398	93.98%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.02%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.17%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.88%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	94.79%	92.62%
CHEMBL4072	P07858	Cathepsin B	94.52%	93.67%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	93.17%	90.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.15%	96.61%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	92.29%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.28%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.89%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	89.79%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.59%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.58%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.55%	96.47%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.28%	96.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.12%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.87%	96.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.67%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	87.64%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.76%	83.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.19%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.01%	96.77%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.83%	97.29%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.31%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	82.93%	97.79%
CHEMBL2514	O95665	Neurotensin receptor 2	82.48%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.95%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.84%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	81.72%	94.73%
CHEMBL1968	P07099	Epoxide hydrolase 1	81.03%	98.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.61%	95.89%

Plants that contains it

• Acer truncatum
• Ipomoea tricolor
• Juniperus communis var. depressa
• Nymphaea odorata
• Pedicularis torta
• Picea abies
• Pinus massoniana
• Pseudotsuga menziesii
• Quercus macrocarpa

Cross-Links

• PubChem: 78412972
• LOTUS: LTS0061186
• wikiData: Q105004768