14-Acetyl-2,6,6,11,15-pentamethyl-18-oxapentacyclo[8.7.1.01,10.02,7.011,15]octadecane-5,9,12,17-tetrone

Details

• Internal ID: 69705e86-eabd-462a-a291-b7f2404b179f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 14-acetyl-2,6,6,11,15-pentamethyl-18-oxapentacyclo[8.7.1.01,10.02,7.011,15]octadecane-5,9,12,17-tetrone
• SMILES (Canonical): CC(=O)C1CC(=O)C2(C1(CC(=O)C34C2(O3)C(=O)CC5C4(CCC(=O)C5(C)C)C)C)C
• SMILES (Isomeric): CC(=O)C1CC(=O)C2(C1(CC(=O)C34C2(O3)C(=O)CC5C4(CCC(=O)C5(C)C)C)C)C
• InChI: InChI=1S/C24H30O6/c1-12(25)13-9-16(27)22(6)21(13,5)11-18(29)23-20(4)8-7-15(26)19(2,3)14(20)10-17(28)24(22,23)30-23/h13-14H,7-11H2,1-6H3
• InChI Key: NZNMCSYRDNCBPL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₆
• Molecular Weight: 414.50 g/mol
• Exact Mass: 414.20423867 g/mol
• Topological Polar Surface Area (TPSA): 97.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	+	0.5542	55.42%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6163	61.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8603	86.03%
OATP1B3 inhibitior	+	0.9874	98.74%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4897	48.97%
P-glycoprotein inhibitior	-	0.4348	43.48%
P-glycoprotein substrate	-	0.8284	82.84%
CYP3A4 substrate	+	0.6370	63.70%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.7714	77.14%
CYP3A4 inhibition	-	0.8371	83.71%
CYP2C9 inhibition	-	0.7758	77.58%
CYP2C19 inhibition	-	0.8100	81.00%
CYP2D6 inhibition	-	0.9590	95.90%
CYP1A2 inhibition	-	0.6429	64.29%
CYP2C8 inhibition	+	0.4490	44.90%
CYP inhibitory promiscuity	-	0.9670	96.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9838	98.38%
Eye irritation	-	0.8682	86.82%
Skin irritation	-	0.5708	57.08%
Skin corrosion	-	0.8498	84.98%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3816	38.16%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7438	74.38%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6647	66.47%
Acute Oral Toxicity (c)	III	0.5072	50.72%
Estrogen receptor binding	+	0.7742	77.42%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	+	0.7263	72.63%
Glucocorticoid receptor binding	+	0.7222	72.22%
Aromatase binding	+	0.7409	74.09%
PPAR gamma	+	0.5788	57.88%
Honey bee toxicity	-	0.8853	88.53%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9735	97.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.02%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.22%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.83%	85.30%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	86.11%	88.84%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.42%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.91%	85.14%
CHEMBL340	P08684	Cytochrome P450 3A4	83.49%	91.19%
CHEMBL299	P17252	Protein kinase C alpha	83.19%	98.03%
CHEMBL2581	P07339	Cathepsin D	83.09%	98.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.29%	91.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78200702
• LOTUS: LTS0247951
• wikiData: Q104193157