[(1S,2R,5S,6S,7R,8S)-2,8-dimethyl-5-propan-2-yl-7-tricyclo[4.4.0.02,8]decanyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 90c546fa-2e57-406e-9457-e72d549efa2b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,2R,5S,6S,7R,8S)-2,8-dimethyl-5-propan-2-yl-7-tricyclo[4.4.0.02,8]decanyl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• InChI: InChI=1S/C24H32O3/c1-15(2)18-11-13-23(3)19-12-14-24(23,4)22(21(18)19)27-20(26)10-7-16-5-8-17(25)9-6-16/h5-10,15,18-19,21-22,25H,11-14H2,1-4H3/b10-7+/t18-,19-,21-,22+,23+,24+/m0/s1
• InChI Key: PQZMZRVBJLKEFN-MEWNVRQFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₂O₃
• Molecular Weight: 368.50 g/mol
• Exact Mass: 368.23514488 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5744	57.44%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7177	71.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7624	76.24%
P-glycoprotein inhibitior	-	0.5456	54.56%
P-glycoprotein substrate	-	0.7636	76.36%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.7505	75.05%
CYP2C9 inhibition	-	0.5849	58.49%
CYP2C19 inhibition	+	0.5211	52.11%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.7044	70.44%
CYP2C8 inhibition	+	0.7132	71.32%
CYP inhibitory promiscuity	-	0.8465	84.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5454	54.54%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9253	92.53%
Skin irritation	-	0.5742	57.42%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7163	71.63%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6459	64.59%
skin sensitisation	-	0.7487	74.87%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.7937	79.37%
Acute Oral Toxicity (c)	III	0.6126	61.26%
Estrogen receptor binding	+	0.8262	82.62%
Androgen receptor binding	+	0.7645	76.45%
Thyroid receptor binding	+	0.7251	72.51%
Glucocorticoid receptor binding	+	0.6480	64.80%
Aromatase binding	+	0.6620	66.20%
PPAR gamma	+	0.5648	56.48%
Honey bee toxicity	-	0.8210	82.10%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.25%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.29%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.59%	97.09%
CHEMBL242	Q92731	Estrogen receptor beta	89.84%	98.35%
CHEMBL206	P03372	Estrogen receptor alpha	89.45%	97.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL2581	P07339	Cathepsin D	89.29%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	87.87%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.01%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	85.57%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.60%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.11%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.60%	90.00%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.97%	94.97%
CHEMBL340	P08684	Cytochrome P450 3A4	82.61%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.51%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.11%	90.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.04%	93.10%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.02%	91.07%
CHEMBL4040	P28482	MAP kinase ERK2	81.94%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.73%	95.50%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.38%	85.31%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.69%	95.89%
CHEMBL268	P43235	Cathepsin K	80.41%	96.85%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.40%	93.56%

Plants that contains it

• Pilea cavaleriei

Cross-Links

• PubChem: 45483046
• LOTUS: LTS0103259
• wikiData: Q105213553