[(2Z,5S,6Z,10R)-5-acetyloxy-7-(acetyloxymethyl)-10-hydroxy-3,11-dimethyldodeca-2,6,11-trienyl] acetate

Details

• Internal ID: 60a87c62-ee6c-4bda-b261-0d286661fbef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2Z,5S,6Z,10R)-5-acetyloxy-7-(acetyloxymethyl)-10-hydroxy-3,11-dimethyldodeca-2,6,11-trienyl] acetate
• SMILES (Canonical): CC(=C)C(CCC(=CC(CC(=CCOC(=O)C)C)OC(=O)C)COC(=O)C)O
• SMILES (Isomeric): CC(=C)[C@@H](CC/C(=C/[C@H](C/C(=C\COC(=O)C)/C)OC(=O)C)/COC(=O)C)O
• InChI: InChI=1S/C21H32O7/c1-14(2)21(25)8-7-19(13-27-17(5)23)12-20(28-18(6)24)11-15(3)9-10-26-16(4)22/h9,12,20-21,25H,1,7-8,10-11,13H2,2-6H3/b15-9-,19-12-/t20-,21+/m0/s1
• InChI Key: OMBKFHNXWHDAKA-JZPUQMNRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₇
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.21480336 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9614	96.14%
Caco-2	+	0.5345	53.45%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8259	82.59%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6388	63.88%
P-glycoprotein inhibitior	+	0.6250	62.50%
P-glycoprotein substrate	-	0.7489	74.89%
CYP3A4 substrate	+	0.5915	59.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.5593	55.93%
CYP2C9 inhibition	-	0.8734	87.34%
CYP2C19 inhibition	-	0.8925	89.25%
CYP2D6 inhibition	-	0.9216	92.16%
CYP1A2 inhibition	-	0.8558	85.58%
CYP2C8 inhibition	-	0.7341	73.41%
CYP inhibitory promiscuity	-	0.9489	94.89%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.7183	71.83%
Eye corrosion	-	0.8424	84.24%
Eye irritation	-	0.8508	85.08%
Skin irritation	-	0.5474	54.74%
Skin corrosion	-	0.9805	98.05%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6424	64.24%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6282	62.82%
skin sensitisation	-	0.7160	71.60%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.9397	93.97%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.6842	68.42%
Acute Oral Toxicity (c)	III	0.6581	65.81%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.6835	68.35%
Thyroid receptor binding	-	0.5399	53.99%
Glucocorticoid receptor binding	+	0.7959	79.59%
Aromatase binding	-	0.5795	57.95%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7399	73.99%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9809	98.09%

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	96.43%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.91%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.32%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.84%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	85.46%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	85.34%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.38%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.99%	96.00%

Plants that contains it

• Tanacetum densum

Cross-Links

• PubChem: 162947562
• LOTUS: LTS0097796
• wikiData: Q105194263