[(2S)-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (Z)-octadec-9-enoate

Details

• Internal ID: ce2dd80d-90da-4fbe-9d9e-94f7154e66c2
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols > Glycosyldiacylglycerols > 1,2-diacyl-3-O-beta-D-galactosyl-sn-glycerols
• IUPAC Name: [(2S)-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxy-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropyl] (Z)-octadec-9-enoate
• SMILES (Canonical): CCCCCCCCC=CCCCCCCCC(=O)OCC(COC1C(C(C(C(O1)CO)O)O)O)OC(=O)CCCCCCCC=CCC=CCCCCC
• SMILES (Isomeric): CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](CO[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• InChI: InChI=1S/C45H80O10/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(47)52-36-38(37-53-45-44(51)43(50)42(49)39(35-46)55-45)54-41(48)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h12,14,17-20,38-39,42-46,49-51H,3-11,13,15-16,21-37H2,1-2H3/b14-12-,19-17-,20-18-/t38-,39-,42+,43+,44-,45-/m1/s1
• InChI Key: WJVJJQWZSIYMIV-DQBPWYOMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₈₀O₁₀
• Molecular Weight: 781.10 g/mol
• Exact Mass: 780.57514874 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 12.10
• Atomic LogP (AlogP): 9.11
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 36

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6567	65.67%
Caco-2	-	0.8426	84.26%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8740	87.40%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.6842	68.42%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9037	90.37%
P-glycoprotein inhibitior	+	0.7151	71.51%
P-glycoprotein substrate	-	0.7664	76.64%
CYP3A4 substrate	+	0.6164	61.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8842	88.42%
CYP3A4 inhibition	-	0.6198	61.98%
CYP2C9 inhibition	-	0.9046	90.46%
CYP2C19 inhibition	-	0.7268	72.68%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.8597	85.97%
CYP2C8 inhibition	-	0.5876	58.76%
CYP inhibitory promiscuity	-	0.9510	95.10%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7649	76.49%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9657	96.57%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3832	38.32%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.7824	78.24%
skin sensitisation	-	0.9162	91.62%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7042	70.42%
Acute Oral Toxicity (c)	III	0.6059	60.59%
Estrogen receptor binding	+	0.7895	78.95%
Androgen receptor binding	-	0.5948	59.48%
Thyroid receptor binding	-	0.6178	61.78%
Glucocorticoid receptor binding	-	0.5620	56.20%
Aromatase binding	-	0.5190	51.90%
PPAR gamma	+	0.5939	59.39%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7258	72.58%
Fish aquatic toxicity	+	0.9385	93.85%

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	99.07%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	96.93%	85.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	95.42%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.12%	91.11%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.79%	92.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.48%	96.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.64%	97.29%
CHEMBL3401	O75469	Pregnane X receptor	88.29%	94.73%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	86.76%	92.86%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.35%	93.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.81%	83.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.20%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.76%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.71%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.33%	94.33%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.01%	92.32%
CHEMBL299	P17252	Protein kinase C alpha	81.96%	98.03%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.66%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.23%	86.33%

Plants that contains it

• Acacia cambagei
• Arisaema amurense
• Arnica viscosa
• Aster alpinus
• Berberis crataegina
• Boophone disticha
• Calceolaria thyrsiflora
• Calophyllum thwaitesii
• Coptis trifolia
• Crataegus pontica
• Echinocystis lobata
• Felicia amelloides
• Helenium quadridentatum
• Inulanthera dregeana
• Manihot esculenta
• Melaleuca decora
• Paramignya scandens
• Phlomoides medicinalis
• Podocarpus nivalis
• Pteris sinensis
• Schisandra arisanensis
• Senecio polyodon
• Senna sophera
• Styphnolobium japonicum

Cross-Links

• PubChem: 10509461
• NPASS: NPC311566
• LOTUS: LTS0121730
• wikiData: Q105307097