[(2S)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] octadecanoate

Details

• Internal ID: f2fd9d49-5558-4dc2-9cc9-6b9586d23fe9
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols
• IUPAC Name: [(2S)-2-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxypropyl] octadecanoate
• SMILES (Canonical): CCCCCCCCCCCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)O)OC(=O)CCCCCCCC=CCC=CCC=CCC
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCC(=O)OC[C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO[C@@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O)O)OC(=O)CCCCCCC/C=C\C/C=C\C/C=C\CC
• InChI: InChI=1S/C51H90O15/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-42(53)61-36-39(64-43(54)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2)37-62-50-49(60)47(58)45(56)41(66-50)38-63-51-48(59)46(57)44(55)40(35-52)65-51/h6,8,12,14,18,20,39-41,44-52,55-60H,3-5,7,9-11,13,15-17,19,21-38H2,1-2H3/b8-6-,14-12-,20-18-/t39-,40-,41-,44+,45+,46+,47+,48-,49-,50-,51+/m1/s1
• InChI Key: PPVUDDOGWKXFPF-JJRHHCTISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₉₀O₁₅
• Molecular Weight: 943.20 g/mol
• Exact Mass: 942.62797216 g/mol
• Topological Polar Surface Area (TPSA): 231.00 Ų
• XlogP: 10.20
• Atomic LogP (AlogP): 6.93
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 39

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7132	71.32%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8693	86.93%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.7061	70.61%
OATP1B3 inhibitior	+	0.8729	87.29%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9598	95.98%
P-glycoprotein inhibitior	+	0.7226	72.26%
P-glycoprotein substrate	-	0.6482	64.82%
CYP3A4 substrate	+	0.6478	64.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.6581	65.81%
CYP2C9 inhibition	-	0.9063	90.63%
CYP2C19 inhibition	-	0.8214	82.14%
CYP2D6 inhibition	-	0.9174	91.74%
CYP1A2 inhibition	-	0.8886	88.86%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9371	93.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7486	74.86%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9618	96.18%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7255	72.55%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7574	75.74%
skin sensitisation	-	0.9343	93.43%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7660	76.60%
Acute Oral Toxicity (c)	III	0.6197	61.97%
Estrogen receptor binding	+	0.8165	81.65%
Androgen receptor binding	-	0.6040	60.40%
Thyroid receptor binding	-	0.5473	54.73%
Glucocorticoid receptor binding	-	0.4684	46.84%
Aromatase binding	+	0.5667	56.67%
PPAR gamma	+	0.6711	67.11%
Honey bee toxicity	-	0.8499	84.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7258	72.58%
Fish aquatic toxicity	+	0.9599	95.99%

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	99.12%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	97.25%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL5255	O00206	Toll-like receptor 4	96.35%	92.50%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.07%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.80%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.30%	96.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.13%	83.00%
CHEMBL3401	O75469	Pregnane X receptor	86.83%	94.73%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.27%	97.29%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	85.97%	92.32%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.57%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.15%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.07%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.71%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.87%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.64%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.44%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.29%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	83.03%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.31%	97.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.23%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.76%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	80.41%	98.03%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.14%	94.80%

Plants that contains it

• Ipomoea batatas

Cross-Links

• PubChem: 163034038
• LOTUS: LTS0099011
• wikiData: Q105213068