(11R)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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]oxy-12-methyltridecanoic acid

Details

• Internal ID: 6e87df18-f750-49ae-b3ec-ce6df9778ce9
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (11R)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-4-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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]oxy-12-methyltridecanoic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)C)O)O)O)O)OC5C(C(C(OC5OC6C(C(C(OC6OC(CCCCCCCCCC(=O)O)C(C)C)C)O)O)CO)O)O)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2[C@@H](O[C@H]([C@@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C)O)O)O)O)O[C@@H]5[C@H]([C@@H]([C@H](O[C@H]5O[C@@H]6[C@H]([C@@H]([C@H](O[C@H]6O[C@H](CCCCCCCCCC(=O)O)C(C)C)C)O)O)CO)O)O)C)O)O)O
• InChI: InChI=1S/C50H88O29/c1-18(2)23(14-12-10-8-7-9-11-13-15-26(53)54)72-48-42(34(62)29(57)21(5)70-48)79-50-44(36(64)31(59)25(17-52)74-50)78-47-39(67)41(40(22(6)71-47)75-45-37(65)32(60)27(55)19(3)68-45)76-49-43(35(63)30(58)24(16-51)73-49)77-46-38(66)33(61)28(56)20(4)69-46/h18-25,27-52,55-67H,7-17H2,1-6H3,(H,53,54)/t19-,20-,21-,22+,23-,24-,25-,27+,28-,29-,30+,31-,32+,33+,34+,35+,36+,37-,38-,39-,40+,41+,42-,43-,44-,45+,46+,47+,48+,49+,50+/m1/s1
• InChI Key: MJZMVDCPPLWVLX-UTXPMMMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₈O₂₉
• Molecular Weight: 1153.20 g/mol
• Exact Mass: 1152.54112677 g/mol
• Topological Polar Surface Area (TPSA): 452.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -5.35
• H-Bond Acceptor: 28
• H-Bond Donor: 16
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7686	76.86%
Caco-2	-	0.8695	86.95%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8682	86.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	+	0.8700	87.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7017	70.17%
P-glycoprotein inhibitior	+	0.7331	73.31%
P-glycoprotein substrate	-	0.6713	67.13%
CYP3A4 substrate	+	0.6362	63.62%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8923	89.23%
CYP3A4 inhibition	-	0.9092	90.92%
CYP2C9 inhibition	-	0.8996	89.96%
CYP2C19 inhibition	-	0.9209	92.09%
CYP2D6 inhibition	-	0.9349	93.49%
CYP1A2 inhibition	-	0.9278	92.78%
CYP2C8 inhibition	-	0.8277	82.77%
CYP inhibitory promiscuity	-	0.9804	98.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7546	75.46%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.8244	82.44%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7678	76.78%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7843	78.43%
skin sensitisation	-	0.9174	91.74%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8591	85.91%
Acute Oral Toxicity (c)	III	0.6281	62.81%
Estrogen receptor binding	+	0.8283	82.83%
Androgen receptor binding	+	0.5577	55.77%
Thyroid receptor binding	-	0.5119	51.19%
Glucocorticoid receptor binding	+	0.6529	65.29%
Aromatase binding	+	0.6787	67.87%
PPAR gamma	+	0.7336	73.36%
Honey bee toxicity	-	0.7945	79.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7169	71.69%
Fish aquatic toxicity	+	0.6465	64.65%

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	97.51%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.44%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	93.90%	97.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.02%	93.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.44%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	88.15%	92.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.26%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.01%	96.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.43%	96.47%
CHEMBL3401	O75469	Pregnane X receptor	83.72%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	83.14%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.92%	90.71%
CHEMBL237	P41145	Kappa opioid receptor	81.24%	98.10%
CHEMBL3776	Q14790	Caspase-8	80.75%	97.06%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.57%	97.29%

Plants that contains it

• Dryopteris aitoniana
• Dryopteris campyloptera
• Ipomoea purga

Cross-Links

• PubChem: 163105043
• LOTUS: LTS0245762
• wikiData: Q105161559