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

Details

• Internal ID: a0835e5c-d67d-4301-b9fc-bb07b05fc779
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (3R,11R)-11-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-4-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-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-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]heptadecanoic acid
• SMILES (Canonical): CCCCCCC(CCCCCCCC(CC(=O)O)C1C(C(C(C(O1)C)O)O)O)OC2C(C(C(C(O2)C)O)O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)O)O)O)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)C)O)O)O)O
• SMILES (Isomeric): CCCCCC[C@H](CCCCCCC[C@H](CC(=O)O)[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)C)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O)O)O[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[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)C)O)O)O)O[C@@H]6[C@H]([C@@H]([C@H]([C@@H](O6)CO)O)O)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)C)O)O)O)O
• InChI: InChI=1S/C59H104O33/c1-7-8-9-14-17-28(18-15-12-10-11-13-16-27(19-31(62)63)49-44(76)38(70)32(64)22(2)80-49)85-57-51(41(73)35(67)25(5)83-57)92-59-53(43(75)37(69)30(21-61)87-59)91-56-47(79)50(48(26(6)84-56)88-54-45(77)39(71)33(65)23(3)81-54)89-58-52(42(74)36(68)29(20-60)86-58)90-55-46(78)40(72)34(66)24(4)82-55/h22-30,32-61,64-79H,7-21H2,1-6H3,(H,62,63)/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-,54+,55-,56+,57+,58-,59+/m1/s1
• InChI Key: OXOOTMOEABRPHG-BBYXOMEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₁₀₄O₃₃
• Molecular Weight: 1341.40 g/mol
• Exact Mass: 1340.6459858 g/mol
• Topological Polar Surface Area (TPSA): 521.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -5.94
• H-Bond Acceptor: 32
• H-Bond Donor: 19
• Rotatable Bonds: 30

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	-	0.8678	86.78%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8693	86.93%
OATP1B3 inhibitior	+	0.8516	85.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9147	91.47%
P-glycoprotein inhibitior	+	0.7385	73.85%
P-glycoprotein substrate	-	0.5287	52.87%
CYP3A4 substrate	+	0.6689	66.89%
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	-	0.6131	61.31%
CYP inhibitory promiscuity	-	0.9684	96.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7418	74.18%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.7871	78.71%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7790	77.90%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6717	67.17%
skin sensitisation	-	0.9359	93.59%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6778	67.78%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6002	60.02%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.8504	85.04%
Androgen receptor binding	+	0.6771	67.71%
Thyroid receptor binding	+	0.5527	55.27%
Glucocorticoid receptor binding	+	0.7221	72.21%
Aromatase binding	+	0.6645	66.45%
PPAR gamma	+	0.7703	77.03%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5708	57.08%
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	97.15%	99.17%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.98%	91.11%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.96%	97.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.13%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	91.67%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.53%	92.86%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.87%	97.36%
CHEMBL3776	Q14790	Caspase-8	88.50%	97.06%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.79%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.57%	96.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.92%	100.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	85.68%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	85.55%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.80%	86.33%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.57%	97.86%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.10%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.03%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.87%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.58%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.01%	94.33%

Plants that contains it

• Ipomoea purga

Cross-Links

• PubChem: 162820125
• LOTUS: LTS0253357
• wikiData: Q103815849