Butanoic acid, 2-(acetyloxy)-3-hydroxy-2-methyl-, 1-(acetyloxy)decahydro-1,4a-dimethyl-7-(1-methylethylidene)-6-oxo-2-naphthalenyl ester

Details

• Internal ID: 6e347192-5ec5-4ba7-bcf6-7c2c2f43e9a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1-acetyloxy-1,4a-dimethyl-6-oxo-7-propan-2-ylidene-2,3,4,5,8,8a-hexahydronaphthalen-2-yl) 2-acetyloxy-3-hydroxy-2-methylbutanoate
• SMILES (Canonical): CC(C(C)(C(=O)OC1CCC2(CC(=O)C(=C(C)C)CC2C1(C)OC(=O)C)C)OC(=O)C)O
• SMILES (Isomeric): CC(C(C)(C(=O)OC1CCC2(CC(=O)C(=C(C)C)CC2C1(C)OC(=O)C)C)OC(=O)C)O
• InChI: InChI=1S/C24H36O8/c1-13(2)17-11-19-22(6,12-18(17)28)10-9-20(24(19,8)32-16(5)27)30-21(29)23(7,14(3)25)31-15(4)26/h14,19-20,25H,9-12H2,1-8H3
• InChI Key: LLBMDQKIMOBDCW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₈
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.24101810 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.04
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• Butanoic acid, 2-(acetyloxy)-3-hydroxy-2-methyl-, 1-(acetyloxy)decahydro-1,4a-dimethyl-7-(1-methylethylidene)-6-oxo-2-naphthalenyl ester
• DTXSID301101684

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9905	99.05%
Caco-2	-	0.5175	51.75%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8193	81.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.8471	84.71%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8276	82.76%
P-glycoprotein inhibitior	+	0.6487	64.87%
P-glycoprotein substrate	-	0.6058	60.58%
CYP3A4 substrate	+	0.6717	67.17%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.7840	78.40%
CYP2C9 inhibition	-	0.8679	86.79%
CYP2C19 inhibition	-	0.8873	88.73%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.7465	74.65%
CYP2C8 inhibition	-	0.6608	66.08%
CYP inhibitory promiscuity	-	0.9645	96.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Non-required	0.6041	60.41%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.8638	86.38%
Skin irritation	+	0.5790	57.90%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6364	63.64%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6155	61.55%
skin sensitisation	-	0.6095	60.95%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5142	51.42%
Acute Oral Toxicity (c)	III	0.4899	48.99%
Estrogen receptor binding	+	0.7801	78.01%
Androgen receptor binding	+	0.6067	60.67%
Thyroid receptor binding	+	0.6699	66.99%
Glucocorticoid receptor binding	+	0.7605	76.05%
Aromatase binding	+	0.6957	69.57%
PPAR gamma	+	0.6890	68.90%
Honey bee toxicity	-	0.7363	73.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.63%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.25%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.88%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.40%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.27%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	91.74%	97.79%
CHEMBL299	P17252	Protein kinase C alpha	91.54%	98.03%
CHEMBL4040	P28482	MAP kinase ERK2	89.50%	83.82%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.01%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.88%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	88.03%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.32%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	86.55%	85.30%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.76%	93.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.96%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.90%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.18%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.44%	92.62%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.16%	97.29%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.93%	99.23%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	82.69%	80.96%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.03%	100.00%
CHEMBL5028	O14672	ADAM10	81.64%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.38%	95.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.34%	93.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.56%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.12%	90.08%

Plants that contains it

• Pluchea arguta

Cross-Links

• PubChem: 163104892
• LOTUS: LTS0092411
• wikiData: Q105153398