11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-4-[[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid

Details

• Internal ID: 0a2a26c9-8c89-4b4c-836a-ceb52bd34246
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: 11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5R,6S)-4-[[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl]-3-hydroxy-6-methyl-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-methyloxan-2-yl]oxyhexadecanoic acid
• SMILES (Canonical): CCCCCC(CCCCCCCCCC(=O)O)OC1C(C(C(C(O1)C)O)O)OC2C(C(C(C(O2)CO)O)O)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)CC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)C)O)O)O)O
• SMILES (Isomeric): CCCCCC(CCCCCCCCCC(=O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@H]([C@H]([C@H](O4)C)O)O)O)C[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)C)O)O)O)O
• InChI: InChI=1S/C53H94O28/c1-6-7-13-16-26(17-14-11-9-8-10-12-15-18-31(56)57)75-52-47(40(66)34(60)24(4)73-52)81-53-48(42(68)37(63)30(21-55)77-53)80-49-35(61)27(45(25(5)74-49)78-50-43(69)38(64)32(58)22(2)71-50)19-28-46(41(67)36(62)29(20-54)76-28)79-51-44(70)39(65)33(59)23(3)72-51/h22-30,32-55,58-70H,6-21H2,1-5H3,(H,56,57)/t22-,23-,24-,25+,26?,27+,28+,29-,30-,32+,33-,34-,35-,36-,37-,38+,39+,40+,41+,42+,43-,44-,45+,46+,47-,48-,49+,50+,51+,52+,53+/m1/s1
• InChI Key: XVZMUMHZDANJSG-VTKNXRICSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₄O₂₈
• Molecular Weight: 1179.30 g/mol
• Exact Mass: 1178.59316234 g/mol
• Topological Polar Surface Area (TPSA): 442.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.76
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 28

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6790	67.90%
Caco-2	-	0.8697	86.97%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8349	83.49%
OATP1B3 inhibitior	+	0.8516	85.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7283	72.83%
P-glycoprotein inhibitior	+	0.7309	73.09%
P-glycoprotein substrate	-	0.5590	55.90%
CYP3A4 substrate	+	0.6652	66.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8939	89.39%
CYP3A4 inhibition	-	0.7143	71.43%
CYP2C9 inhibition	-	0.9085	90.85%
CYP2C19 inhibition	-	0.8649	86.49%
CYP2D6 inhibition	-	0.9347	93.47%
CYP1A2 inhibition	-	0.9124	91.24%
CYP2C8 inhibition	-	0.6030	60.30%
CYP inhibitory promiscuity	-	0.9684	96.84%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7418	74.18%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7638	76.38%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9359	93.59%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.8621	86.21%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.8243	82.43%
Androgen receptor binding	+	0.6052	60.52%
Thyroid receptor binding	-	0.5288	52.88%
Glucocorticoid receptor binding	+	0.6283	62.83%
Aromatase binding	+	0.6569	65.69%
PPAR gamma	+	0.7243	72.43%
Honey bee toxicity	-	0.7739	77.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5848	58.48%
Fish aquatic toxicity	+	0.8126	81.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3060	Q9Y345	Glycine transporter 2	98.02%	99.17%
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.35%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.62%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	94.13%	92.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	93.56%	97.29%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.55%	97.36%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.83%	92.08%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.68%	97.86%
CHEMBL3401	O75469	Pregnane X receptor	86.18%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.59%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.47%	85.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.44%	96.61%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.32%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.22%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.09%	96.47%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	82.66%	85.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.44%	91.19%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.44%	92.32%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.74%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.09%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.48%	92.86%
CHEMBL2474	P53582	Methionine aminopeptidase 1	80.34%	97.09%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 162839785
• LOTUS: LTS0254011
• wikiData: Q103815853