[(1R,4R,4aR,8aR)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] (2E,4E,6E)-octa-2,4,6-trienoate

Details

• Internal ID: 37d8176e-3f24-4f10-add0-f253fb3dd677
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1R,4R,4aR,8aR)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalen-1-yl] (2E,4E,6E)-octa-2,4,6-trienoate
• InChI: InChI=1S/C23H30O5/c1-5-6-7-8-9-11-19(26)28-18-14-17(15-24)23(27,16-25)22(4)13-10-12-21(2,3)20(18)22/h5-9,11,14-16,18,20,27H,10,12-13H2,1-4H3/b6-5+,8-7+,11-9+/t18-,20-,22-,23+/m1/s1
• InChI Key: ZWNZDIPJNHSCRQ-MULWUJNHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀O₅
• Molecular Weight: 386.50 g/mol
• Exact Mass: 386.20932405 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.5200	52.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8348	83.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7937	79.37%
OATP1B3 inhibitior	-	0.3561	35.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	+	0.7582	75.82%
P-glycoprotein inhibitior	-	0.5367	53.67%
P-glycoprotein substrate	-	0.7339	73.39%
CYP3A4 substrate	+	0.6387	63.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9115	91.15%
CYP3A4 inhibition	-	0.8874	88.74%
CYP2C9 inhibition	-	0.7174	71.74%
CYP2C19 inhibition	-	0.7650	76.50%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.6188	61.88%
CYP2C8 inhibition	+	0.5108	51.08%
CYP inhibitory promiscuity	-	0.9130	91.30%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.5959	59.59%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9618	96.18%
Skin irritation	+	0.5306	53.06%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7439	74.39%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5563	55.63%
skin sensitisation	-	0.5297	52.97%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6810	68.10%
Acute Oral Toxicity (c)	III	0.6305	63.05%
Estrogen receptor binding	+	0.8121	81.21%
Androgen receptor binding	+	0.5609	56.09%
Thyroid receptor binding	+	0.7127	71.27%
Glucocorticoid receptor binding	+	0.7040	70.40%
Aromatase binding	+	0.7501	75.01%
PPAR gamma	+	0.5908	59.08%
Honey bee toxicity	-	0.8771	87.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9970	99.70%

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	96.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.03%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.83%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.52%	94.45%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.38%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.01%	82.69%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.59%	94.08%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.95%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.66%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162953217
• LOTUS: LTS0089900
• wikiData: Q105385064