[(1S,2R,3R,5R)-3-[(E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoyl]oxy-5-[(2S)-1-[(E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoyl]oxy-3-hydroxypropan-2-yl]-2-methylcyclopentyl]methyl (E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoate

Details

• Internal ID: 87db4eb3-5791-48da-9c08-08dcf287b74a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: [(1S,2R,3R,5R)-3-[(E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoyl]oxy-5-[(2S)-1-[(E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoyl]oxy-3-hydroxypropan-2-yl]-2-methylcyclopentyl]methyl (E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoate
• SMILES (Canonical): CC=C(C=O)C(CC=O)CC(=O)OCC1C(C(CC1C(CO)COC(=O)CC(CC=O)C(=CC)C=O)OC(=O)CC(CC=O)C(=CC)C=O)C
• SMILES (Isomeric): C/C=C(/C=O)\[C@@H](CC=O)CC(=O)OC[C@@H]1[C@H]([C@@H](C[C@H]1[C@@H](CO)COC(=O)C[C@H](CC=O)/C(=C\C)/C=O)OC(=O)C[C@H](CC=O)/C(=C\C)/C=O)C
• InChI: InChI=1S/C37H50O13/c1-5-25(18-41)28(8-11-38)14-35(45)48-22-31(21-44)32-17-34(50-37(47)16-30(10-13-40)27(7-3)20-43)24(4)33(32)23-49-36(46)15-29(9-12-39)26(6-2)19-42/h5-7,11-13,18-20,24,28-34,44H,8-10,14-17,21-23H2,1-4H3/b25-5-,26-6-,27-7-/t24-,28+,29+,30+,31+,32+,33-,34-/m1/s1
• InChI Key: FDCPUIVKFDPIQU-JAGCCVTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₀O₁₃
• Molecular Weight: 702.80 g/mol
• Exact Mass: 702.32514165 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 13
• H-Bond Donor: 1
• Rotatable Bonds: 25

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9538	95.38%
Caco-2	-	0.8089	80.89%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8768	87.68%
OATP2B1 inhibitior	-	0.7198	71.98%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	+	0.9462	94.62%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9636	96.36%
P-glycoprotein inhibitior	+	0.7959	79.59%
P-glycoprotein substrate	-	0.5341	53.41%
CYP3A4 substrate	+	0.6237	62.37%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.9036	90.36%
CYP3A4 inhibition	-	0.7864	78.64%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	-	0.7812	78.12%
CYP2D6 inhibition	-	0.8686	86.86%
CYP1A2 inhibition	-	0.7980	79.80%
CYP2C8 inhibition	-	0.7387	73.87%
CYP inhibitory promiscuity	-	0.9181	91.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8550	85.50%
Carcinogenicity (trinary)	Non-required	0.7323	73.23%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.9074	90.74%
Skin irritation	-	0.7139	71.39%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7692	76.92%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8393	83.93%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6333	63.33%
Acute Oral Toxicity (c)	III	0.5134	51.34%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.6025	60.25%
Thyroid receptor binding	-	0.5622	56.22%
Glucocorticoid receptor binding	+	0.6829	68.29%
Aromatase binding	+	0.5790	57.90%
PPAR gamma	+	0.6099	60.99%
Honey bee toxicity	-	0.7471	74.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9694	96.94%

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	96.97%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	93.85%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	92.60%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	91.45%	90.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.81%	96.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.15%	97.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.86%	97.21%
CHEMBL226	P30542	Adenosine A1 receptor	88.79%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.29%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.32%	99.17%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	85.15%	97.53%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.14%	97.47%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.01%	94.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.57%	96.47%
CHEMBL2581	P07339	Cathepsin D	80.34%	98.95%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	80.05%	97.34%

Plants that contains it

• Jasminum fluminense

Cross-Links

• PubChem: 101942514
• LOTUS: LTS0191924
• wikiData: Q105285124