methyl (E)-5-[(1S,2S,4aR,8aS)-2-formyloxy-5,5,8a-trimethyl-1,2,4a,6,7,8-hexahydronaphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoate

Details

• Internal ID: 1507cca4-9315-431a-81c2-334781c5bd44
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: methyl (E)-5-[(1S,2S,4aR,8aS)-2-formyloxy-5,5,8a-trimethyl-1,2,4a,6,7,8-hexahydronaphthalen-1-yl]-3-(acetyloxymethyl)pent-2-enoate
• SMILES (Canonical): CC(=O)OCC(=CC(=O)OC)CCC1C(C=CC2C1(CCCC2(C)C)C)OC=O
• SMILES (Isomeric): CC(=O)OC/C(=C/C(=O)OC)/CC[C@@H]1[C@H](C=C[C@H]2[C@@]1(CCCC2(C)C)C)OC=O
• InChI: InChI=1S/C23H34O6/c1-16(25)28-14-17(13-21(26)27-5)7-8-18-19(29-15-24)9-10-20-22(2,3)11-6-12-23(18,20)4/h9-10,13,15,18-20H,6-8,11-12,14H2,1-5H3/b17-13+/t18-,19+,20-,23-/m1/s1
• InChI Key: JQUOFEBUGGKARK-AIUDYOFHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₆
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.23553880 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	+	0.5163	51.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8798	87.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8266	82.66%
OATP1B3 inhibitior	+	0.8911	89.11%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9623	96.23%
P-glycoprotein inhibitior	+	0.8820	88.20%
P-glycoprotein substrate	-	0.5502	55.02%
CYP3A4 substrate	+	0.6703	67.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9121	91.21%
CYP3A4 inhibition	-	0.7672	76.72%
CYP2C9 inhibition	-	0.6578	65.78%
CYP2C19 inhibition	-	0.7426	74.26%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.7789	77.89%
CYP2C8 inhibition	+	0.5109	51.09%
CYP inhibitory promiscuity	-	0.6952	69.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8820	88.20%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9343	93.43%
Skin irritation	-	0.7045	70.45%
Skin corrosion	-	0.9848	98.48%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7299	72.99%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.7393	73.93%
skin sensitisation	-	0.7010	70.10%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6019	60.19%
Acute Oral Toxicity (c)	III	0.7630	76.30%
Estrogen receptor binding	+	0.8715	87.15%
Androgen receptor binding	+	0.5596	55.96%
Thyroid receptor binding	+	0.6465	64.65%
Glucocorticoid receptor binding	+	0.8212	82.12%
Aromatase binding	+	0.6704	67.04%
PPAR gamma	-	0.5051	50.51%
Honey bee toxicity	-	0.6684	66.84%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.92%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.32%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.21%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.37%	86.33%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.49%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.68%	95.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.77%	91.07%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.42%	100.00%
CHEMBL5028	O14672	ADAM10	85.41%	97.50%
CHEMBL2581	P07339	Cathepsin D	84.72%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.74%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.02%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.94%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	81.04%	90.17%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.00%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.32%	96.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.12%	82.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.04%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.04%	100.00%

Plants that contains it

• Acritopappus confertus

Cross-Links

• PubChem: 163020444
• LOTUS: LTS0158267
• wikiData: Q105133688