[(1E,3R,6E)-3-acetyloxy-3-formyl-7-methyl-9-[(1S)-2,6,6-trimethylcyclohex-2-en-1-yl]nona-1,6-dienyl] acetate

Details

• Internal ID: 9b61bca9-8088-4091-82ea-df762b2b487f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1E,3R,6E)-3-acetyloxy-3-formyl-7-methyl-9-[(1S)-2,6,6-trimethylcyclohex-2-en-1-yl]nona-1,6-dienyl] acetate
• SMILES (Canonical): CC1=CCCC(C1CCC(=CCCC(C=COC(=O)C)(C=O)OC(=O)C)C)(C)C
• SMILES (Isomeric): CC1=CCCC([C@@H]1CC/C(=C/CC[C@@](/C=C/OC(=O)C)(C=O)OC(=O)C)/C)(C)C
• InChI: InChI=1S/C24H36O5/c1-18(11-12-22-19(2)10-8-13-23(22,5)6)9-7-14-24(17-25,29-21(4)27)15-16-28-20(3)26/h9-10,15-17,22H,7-8,11-14H2,1-6H3/b16-15+,18-9+/t22-,24-/m1/s1
• InChI Key: SDLYAELWRGGZKJ-JXNFFQCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₅
• Molecular Weight: 404.50 g/mol
• Exact Mass: 404.25627424 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	-	0.6844	68.44%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8413	84.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8634	86.34%
OATP1B3 inhibitior	+	0.8336	83.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9518	95.18%
P-glycoprotein inhibitior	+	0.6848	68.48%
P-glycoprotein substrate	+	0.5485	54.85%
CYP3A4 substrate	+	0.6524	65.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.7878	78.78%
CYP2C9 inhibition	-	0.8112	81.12%
CYP2C19 inhibition	-	0.7501	75.01%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	+	0.6999	69.99%
CYP inhibitory promiscuity	-	0.8125	81.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6650	66.50%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9688	96.88%
Eye irritation	-	0.9126	91.26%
Skin irritation	-	0.5558	55.58%
Skin corrosion	-	0.9915	99.15%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7645	76.45%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6197	61.97%
skin sensitisation	+	0.5429	54.29%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	-	0.6028	60.28%
Mitochondrial toxicity	-	0.8750	87.50%
Nephrotoxicity	+	0.4602	46.02%
Acute Oral Toxicity (c)	IV	0.5129	51.29%
Estrogen receptor binding	+	0.5670	56.70%
Androgen receptor binding	-	0.5750	57.50%
Thyroid receptor binding	+	0.7223	72.23%
Glucocorticoid receptor binding	+	0.6830	68.30%
Aromatase binding	+	0.6234	62.34%
PPAR gamma	+	0.6602	66.02%
Honey bee toxicity	-	0.7556	75.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9961	99.61%

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	98.04%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.78%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.08%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.66%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.21%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.63%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.53%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	80.65%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.06%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162972510
• LOTUS: LTS0191761
• wikiData: Q105250735