4-[16-(3-Carboxyprop-2-enoyloxy)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]-4-oxobut-2-enoic acid

Details

• Internal ID: 2778cdaa-59ea-43a2-a402-dc1fce6c7a91
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: 4-[16-(3-carboxyprop-2-enoyloxy)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]-4-oxobut-2-enoic acid
• SMILES (Canonical): CC(=CCCC(=CCOC(=O)C=CC(=O)O)C)CCC=C(C)CCC=C(C)COC(=O)C=CC(=O)O
• SMILES (Isomeric): CC(=CCCC(=CCOC(=O)C=CC(=O)O)C)CCC=C(C)CCC=C(C)COC(=O)C=CC(=O)O
• InChI: InChI=1S/C28H38O8/c1-21(10-6-12-23(3)18-19-35-27(33)16-14-25(29)30)8-5-9-22(2)11-7-13-24(4)20-36-28(34)17-15-26(31)32/h9-10,13-18H,5-8,11-12,19-20H2,1-4H3,(H,29,30)(H,31,32)
• InChI Key: AHOSPPOAEYRVLQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₈
• Molecular Weight: 502.60 g/mol
• Exact Mass: 502.25666817 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.48
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9243	92.43%
Caco-2	-	0.7662	76.62%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7587	75.87%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9724	97.24%
P-glycoprotein inhibitior	+	0.8449	84.49%
P-glycoprotein substrate	-	0.9106	91.06%
CYP3A4 substrate	-	0.5120	51.20%
CYP2C9 substrate	+	0.6054	60.54%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	-	0.8413	84.13%
CYP2C9 inhibition	-	0.8728	87.28%
CYP2C19 inhibition	-	0.8943	89.43%
CYP2D6 inhibition	-	0.8847	88.47%
CYP1A2 inhibition	-	0.8414	84.14%
CYP2C8 inhibition	-	0.8040	80.40%
CYP inhibitory promiscuity	-	0.9078	90.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6923	69.23%
Carcinogenicity (trinary)	Non-required	0.6733	67.33%
Eye corrosion	-	0.8128	81.28%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.5615	56.15%
Skin corrosion	-	0.9877	98.77%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3784	37.84%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8004	80.04%
Respiratory toxicity	-	0.8000	80.00%
Reproductive toxicity	-	0.9368	93.68%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.6104	61.04%
Acute Oral Toxicity (c)	III	0.6313	63.13%
Estrogen receptor binding	+	0.7339	73.39%
Androgen receptor binding	+	0.5936	59.36%
Thyroid receptor binding	+	0.5989	59.89%
Glucocorticoid receptor binding	+	0.7449	74.49%
Aromatase binding	+	0.5778	57.78%
PPAR gamma	+	0.6597	65.97%
Honey bee toxicity	-	0.8767	87.67%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9920	99.20%

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	91.16%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.24%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.59%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.06%	92.08%
CHEMBL2664	P23526	Adenosylhomocysteinase	80.15%	86.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.12%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72763582
• LOTUS: LTS0114969
• wikiData: Q103816121