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

Details

• Internal ID: bd0e9138-0ec5-4994-aa53-a405e4de3cd0
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (11R)-11-[(2S,3R,4S,5R,6R)-3-[(2S,3S,4R,5R)-5-[(2R,3S,4S,5S,6S)-4-[(2S,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-methoxyoxan-2-yl]oxy-3-hydroxy-6-methyl-5-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-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)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)C)O)O)O)OC5C(C(C(C(O5)CO)O)O)OC)O)O)O
• SMILES (Isomeric): CCCCC[C@H](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(O2)C)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)O[C@H]5C([C@H]([C@@H]([C@H](O5)CO)O)O)OC)O)O)O
• InChI: InChI=1S/C47H84O24/c1-7-8-14-17-25(18-15-12-10-9-11-13-16-19-27(49)50)66-47-42(32(55)29(52)22(3)63-47)71-44-36(59)34(57)38(23(4)64-44)68-45-37(60)40(70-46-41(61-6)33(56)30(53)26(20-48)67-46)39(24(5)65-45)69-43-35(58)31(54)28(51)21(2)62-43/h21-26,28-48,51-60H,7-20H2,1-6H3,(H,49,50)/t21-,22-,23?,24+,25-,26-,28+,29+,30-,31-,32+,33+,34-,35+,36+,37+,38+,39+,40+,41?,42-,43+,44+,45-,46+,47-/m1/s1
• InChI Key: CCJVDGLHFCNYRU-VBCASJJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₄O₂₄
• Molecular Weight: 1033.20 g/mol
• Exact Mass: 1032.53525354 g/mol
• Topological Polar Surface Area (TPSA): 361.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.59
• H-Bond Acceptor: 23
• H-Bond Donor: 12
• Rotatable Bonds: 26

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6249	62.49%
Caco-2	-	0.8691	86.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7928	79.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8438	84.38%
OATP1B3 inhibitior	+	0.8493	84.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6654	66.54%
P-glycoprotein inhibitior	+	0.7271	72.71%
P-glycoprotein substrate	-	0.5378	53.78%
CYP3A4 substrate	+	0.6632	66.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	-	0.7026	70.26%
CYP2C9 inhibition	-	0.8945	89.45%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	-	0.6331	63.31%
CYP inhibitory promiscuity	-	0.9643	96.43%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7709	77.09%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7829	78.29%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7811	78.11%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9140	91.40%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8433	84.33%
Acute Oral Toxicity (c)	III	0.5518	55.18%
Estrogen receptor binding	+	0.8226	82.26%
Androgen receptor binding	+	0.5383	53.83%
Thyroid receptor binding	-	0.5116	51.16%
Glucocorticoid receptor binding	+	0.6360	63.60%
Aromatase binding	+	0.6758	67.58%
PPAR gamma	+	0.7112	71.12%
Honey bee toxicity	-	0.7880	78.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5648	56.48%
Fish aquatic toxicity	+	0.7370	73.70%

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	98.57%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.20%	91.11%
CHEMBL5255	O00206	Toll-like receptor 4	94.43%	92.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.60%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.84%	97.36%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.26%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.33%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.33%	97.29%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	85.28%	97.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.17%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.74%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	84.29%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.72%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.58%	91.19%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	82.50%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.26%	95.89%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.14%	91.81%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	82.00%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.57%	86.33%
CHEMBL1907	P15144	Aminopeptidase N	81.28%	93.31%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.56%	95.50%

Plants that contains it

• Operculina macrocarpa

Cross-Links

• PubChem: 101587898
• LOTUS: LTS0269001
• wikiData: Q104953406