[7-(Acetyloxymethyl)-12-hydroxy-3,11,15-trimethylhexadeca-2,6,14-trienyl] acetate

Details

• Internal ID: 51fb73d7-1914-44ee-bbe5-537c24228315
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [7-(acetyloxymethyl)-12-hydroxy-3,11,15-trimethylhexadeca-2,6,14-trienyl] acetate
• SMILES (Canonical): CC(CCCC(=CCCC(=CCOC(=O)C)C)COC(=O)C)C(CC=C(C)C)O
• SMILES (Isomeric): CC(CCCC(=CCCC(=CCOC(=O)C)C)COC(=O)C)C(CC=C(C)C)O
• InChI: InChI=1S/C24H40O5/c1-18(2)13-14-24(27)20(4)10-8-12-23(17-29-22(6)26)11-7-9-19(3)15-16-28-21(5)25/h11,13,15,20,24,27H,7-10,12,14,16-17H2,1-6H3
• InChI Key: BZAVZICHJGLLNC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₅
• Molecular Weight: 408.60 g/mol
• Exact Mass: 408.28757437 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9520	95.20%
Caco-2	+	0.6081	60.81%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8637	86.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9153	91.53%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9349	93.49%
P-glycoprotein inhibitior	+	0.7215	72.15%
P-glycoprotein substrate	-	0.7041	70.41%
CYP3A4 substrate	+	0.5840	58.40%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7975	79.75%
CYP2C9 inhibition	-	0.8302	83.02%
CYP2C19 inhibition	-	0.8710	87.10%
CYP2D6 inhibition	-	0.9181	91.81%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.8721	87.21%
CYP inhibitory promiscuity	-	0.9139	91.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.6965	69.65%
Eye corrosion	-	0.8841	88.41%
Eye irritation	-	0.8787	87.87%
Skin irritation	-	0.6834	68.34%
Skin corrosion	-	0.9881	98.81%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4280	42.80%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6586	65.86%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.8280	82.80%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.5122	51.22%
Acute Oral Toxicity (c)	IV	0.5584	55.84%
Estrogen receptor binding	+	0.6150	61.50%
Androgen receptor binding	-	0.6720	67.20%
Thyroid receptor binding	-	0.5330	53.30%
Glucocorticoid receptor binding	+	0.6893	68.93%
Aromatase binding	+	0.5193	51.93%
PPAR gamma	-	0.5840	58.40%
Honey bee toxicity	-	0.8647	86.47%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9739	97.39%

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	96.07%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.73%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.21%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	90.01%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.27%	94.45%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.31%	97.29%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.15%	96.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.68%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.67%	91.19%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.00%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.58%	91.11%

Plants that contains it

• Carpesium triste

Cross-Links

• PubChem: 73307149
• LOTUS: LTS0178873
• wikiData: Q104950326