[1-Hydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4a-dimethyl-2,3,4,5,6,7-hexahydronaphthalen-2-yl] 2-methylbut-2-enoate

Details

• Internal ID: 8896e4de-680f-4058-8ecb-ca63ffc40cff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: [1-hydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4a-dimethyl-2,3,4,5,6,7-hexahydronaphthalen-2-yl] 2-methylbut-2-enoate
• InChI: InChI=1S/C21H30O5/c1-7-13(2)18(22)26-17-9-11-20(4)10-8-15(14(3)19(23)25-6)12-16(20)21(17,5)24/h7,12,15,17,24H,3,8-11H2,1-2,4-6H3
• InChI Key: ZCPRNEVHUGEDDK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 5
• 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	+	0.9871	98.71%
Caco-2	+	0.5748	57.48%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8578	85.78%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8461	84.61%
OATP1B3 inhibitior	-	0.3286	32.86%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6342	63.42%
BSEP inhibitior	+	0.6774	67.74%
P-glycoprotein inhibitior	+	0.5730	57.30%
P-glycoprotein substrate	-	0.6948	69.48%
CYP3A4 substrate	+	0.6528	65.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.7019	70.19%
CYP2C9 inhibition	-	0.8612	86.12%
CYP2C19 inhibition	-	0.8408	84.08%
CYP2D6 inhibition	-	0.9440	94.40%
CYP1A2 inhibition	-	0.6345	63.45%
CYP2C8 inhibition	-	0.6177	61.77%
CYP inhibitory promiscuity	-	0.9628	96.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9563	95.63%
Carcinogenicity (trinary)	Non-required	0.6708	67.08%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9220	92.20%
Skin irritation	+	0.5440	54.40%
Skin corrosion	-	0.9586	95.86%
Ames mutagenesis	-	0.6070	60.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5268	52.68%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5626	56.26%
skin sensitisation	-	0.7758	77.58%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8622	86.22%
Acute Oral Toxicity (c)	III	0.5655	56.55%
Estrogen receptor binding	+	0.6930	69.30%
Androgen receptor binding	-	0.5745	57.45%
Thyroid receptor binding	+	0.6129	61.29%
Glucocorticoid receptor binding	+	0.8171	81.71%
Aromatase binding	+	0.6436	64.36%
PPAR gamma	+	0.5644	56.44%
Honey bee toxicity	-	0.7370	73.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.34%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	92.01%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.81%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.67%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.82%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.63%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.22%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.55%	89.00%
CHEMBL5028	O14672	ADAM10	80.28%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.22%	97.14%

Plants that contains it

• Eriocephalus pauperrimus

Cross-Links

• PubChem: 163008447
• LOTUS: LTS0011541
• wikiData: Q105371358