[(2S,7R,11R)-2-acetyloxy-7,11,15-trimethyl-3-methylidenehexadecyl] acetate

Details

• Internal ID: 16d80293-9470-4fdc-a32d-a754906c847c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [(2S,7R,11R)-2-acetyloxy-7,11,15-trimethyl-3-methylidenehexadecyl] acetate
• SMILES (Canonical): CC(C)CCCC(C)CCCC(C)CCCC(=C)C(COC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H](CCC[C@@H](C)CCCC(=C)[C@@H](COC(=O)C)OC(=O)C)CCCC(C)C
• InChI: InChI=1S/C24H44O4/c1-18(2)11-8-12-19(3)13-9-14-20(4)15-10-16-21(5)24(28-23(7)26)17-27-22(6)25/h18-20,24H,5,8-17H2,1-4,6-7H3/t19-,20-,24-/m1/s1
• InChI Key: FKUXBFQXDAAQNC-YOSAUDMPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₄O₄
• Molecular Weight: 396.60 g/mol
• Exact Mass: 396.32395988 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 6.48
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9720	97.20%
Caco-2	+	0.5368	53.68%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8247	82.47%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9441	94.41%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.7425	74.25%
P-glycoprotein inhibitior	-	0.4937	49.37%
P-glycoprotein substrate	-	0.7329	73.29%
CYP3A4 substrate	+	0.5311	53.11%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.6843	68.43%
CYP2C9 inhibition	-	0.7935	79.35%
CYP2C19 inhibition	-	0.8161	81.61%
CYP2D6 inhibition	-	0.9249	92.49%
CYP1A2 inhibition	-	0.7804	78.04%
CYP2C8 inhibition	-	0.9184	91.84%
CYP inhibitory promiscuity	-	0.8254	82.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6323	63.23%
Carcinogenicity (trinary)	Non-required	0.5959	59.59%
Eye corrosion	-	0.7686	76.86%
Eye irritation	-	0.5699	56.99%
Skin irritation	+	0.6224	62.24%
Skin corrosion	-	0.9916	99.16%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5771	57.71%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.5681	56.81%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.9556	95.56%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	-	0.6020	60.20%
Acute Oral Toxicity (c)	IV	0.6378	63.78%
Estrogen receptor binding	-	0.5317	53.17%
Androgen receptor binding	-	0.7356	73.56%
Thyroid receptor binding	+	0.5621	56.21%
Glucocorticoid receptor binding	-	0.5126	51.26%
Aromatase binding	-	0.5883	58.83%
PPAR gamma	-	0.5966	59.66%
Honey bee toxicity	-	0.8548	85.48%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9924	99.24%

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	95.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.43%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.05%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.47%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.89%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.18%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.88%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.12%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.04%	94.33%

Plants that contains it

• Senecio gallicus

Cross-Links

• PubChem: 163072417
• LOTUS: LTS0189726
• wikiData: Q104996820