[(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,5-bis[[(2R)-2-methylbutanoyl]oxy]-6-[[(2R)-2-methylbutanoyl]oxymethyl]oxan-4-yl] hexanoate

Details

• Internal ID: c6ddd781-abd5-49cd-a48c-8ea152d3b006
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,5-bis[[(2R)-2-methylbutanoyl]oxy]-6-[[(2R)-2-methylbutanoyl]oxymethyl]oxan-4-yl] hexanoate
• SMILES (Canonical): CCCCCC(=O)OC1C(C(OC(C1OC(=O)C(C)CC)OC2(C(C(C(O2)CO)O)O)CO)COC(=O)C(C)CC)OC(=O)C(C)CC
• SMILES (Isomeric): CCCCCC(=O)O[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1OC(=O)[C@H](C)CC)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)COC(=O)[C@H](C)CC)OC(=O)[C@H](C)CC
• InChI: InChI=1S/C33H56O15/c1-8-12-13-14-23(36)44-26-25(45-30(40)19(6)10-3)22(16-42-29(39)18(5)9-2)43-32(27(26)46-31(41)20(7)11-4)48-33(17-35)28(38)24(37)21(15-34)47-33/h18-22,24-28,32,34-35,37-38H,8-17H2,1-7H3/t18-,19-,20-,21-,22-,24-,25-,26+,27-,28+,32-,33+/m1/s1
• InChI Key: MOIRSFQHMBEIEL-HIORKQLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₆O₁₅
• Molecular Weight: 692.80 g/mol
• Exact Mass: 692.36192108 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 1.53
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7925	79.25%
Caco-2	-	0.8438	84.38%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8493	84.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8019	80.19%
OATP1B3 inhibitior	+	0.9306	93.06%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9266	92.66%
P-glycoprotein inhibitior	+	0.7158	71.58%
P-glycoprotein substrate	-	0.6446	64.46%
CYP3A4 substrate	+	0.6396	63.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.7022	70.22%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.8829	88.29%
CYP2C8 inhibition	-	0.5606	56.06%
CYP inhibitory promiscuity	-	0.9525	95.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6908	69.08%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9135	91.35%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3975	39.75%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6198	61.98%
skin sensitisation	-	0.9413	94.13%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	-	0.7222	72.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5935	59.35%
Acute Oral Toxicity (c)	III	0.4950	49.50%
Estrogen receptor binding	+	0.7415	74.15%
Androgen receptor binding	+	0.6095	60.95%
Thyroid receptor binding	-	0.5390	53.90%
Glucocorticoid receptor binding	+	0.7249	72.49%
Aromatase binding	+	0.6525	65.25%
PPAR gamma	+	0.5550	55.50%
Honey bee toxicity	-	0.8207	82.07%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5156	51.56%
Fish aquatic toxicity	+	0.8781	87.81%

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	98.22%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.23%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	96.22%	92.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.18%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL299	P17252	Protein kinase C alpha	94.98%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	94.86%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.23%	99.17%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	93.35%	82.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.93%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.80%	92.86%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.16%	94.45%
CHEMBL230	P35354	Cyclooxygenase-2	89.83%	89.63%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.09%	97.29%
CHEMBL226	P30542	Adenosine A1 receptor	89.04%	95.93%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.59%	83.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.60%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	87.22%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.19%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.54%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.30%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.01%	92.32%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.33%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	83.17%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.05%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.42%	98.75%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.44%	96.21%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.32%	95.50%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	81.18%	95.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.17%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.82%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.31%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162986076
• LOTUS: LTS0106204
• wikiData: Q104667535