[16-Acetyloxy-3,11-bis(acetyloxymethyl)-7,15-dimethylhexadeca-2,6,10,14-tetraenyl] acetate

Details

• Internal ID: 4ed279af-c8a7-405c-ae8c-25d3a43a4f2d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [16-acetyloxy-3,11-bis(acetyloxymethyl)-7,15-dimethylhexadeca-2,6,10,14-tetraenyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCOC(=O)C)COC(=O)C)CCC=C(CCC=C(C)COC(=O)C)COC(=O)C
• SMILES (Isomeric): CC(=CCCC(=CCOC(=O)C)COC(=O)C)CCC=C(CCC=C(C)COC(=O)C)COC(=O)C
• InChI: InChI=1S/C28H42O8/c1-21(11-8-15-28(20-36-26(6)32)16-17-33-23(3)29)10-7-13-27(19-35-25(5)31)14-9-12-22(2)18-34-24(4)30/h11-13,16H,7-10,14-15,17-20H2,1-6H3
• InChI Key: UQJOWSCILFOFQR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₈
• Molecular Weight: 506.60 g/mol
• Exact Mass: 506.28796829 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.32
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9704	97.04%
Caco-2	-	0.6331	63.31%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7257	72.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9810	98.10%
P-glycoprotein inhibitior	+	0.8952	89.52%
P-glycoprotein substrate	-	0.9000	90.00%
CYP3A4 substrate	-	0.5089	50.89%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.8884	88.84%
CYP2C9 inhibition	-	0.8546	85.46%
CYP2C19 inhibition	-	0.8590	85.90%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.8276	82.76%
CYP2C8 inhibition	-	0.8672	86.72%
CYP inhibitory promiscuity	-	0.8136	81.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6423	64.23%
Carcinogenicity (trinary)	Non-required	0.6262	62.62%
Eye corrosion	-	0.6402	64.02%
Eye irritation	-	0.8664	86.64%
Skin irritation	+	0.6647	66.47%
Skin corrosion	-	0.9895	98.95%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8419	84.19%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8109	81.09%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.9701	97.01%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7140	71.40%
Acute Oral Toxicity (c)	IV	0.5577	55.77%
Estrogen receptor binding	+	0.6711	67.11%
Androgen receptor binding	-	0.6247	62.47%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7161	71.61%
Aromatase binding	+	0.6492	64.92%
PPAR gamma	+	0.5252	52.52%
Honey bee toxicity	-	0.8474	84.74%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9949	99.49%

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	93.56%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.46%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.47%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.12%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	81.37%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.88%	96.95%

Plants that contains it

• Dendroviguiera sylvatica

Cross-Links

• PubChem: 163044950
• LOTUS: LTS0016655
• wikiData: Q105277290