methyl 2-(6-acetyloxy-4-hydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl)prop-2-enoate

Details

• Internal ID: dafcc006-fb13-4d18-8d4b-db15af65da35
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2-(6-acetyloxy-4-hydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl)prop-2-enoate
• InChI: InChI=1S/C18H26O5/c1-10-8-14-13(11(2)17(20)22-5)6-7-18(4,21)15(14)9-16(10)23-12(3)19/h8,13-16,21H,2,6-7,9H2,1,3-5H3
• InChI Key: LUGXPUMBYOXGBW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₅
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.39
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.5801	58.01%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8257	82.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.8459	84.59%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	-	0.7837	78.37%
P-glycoprotein inhibitior	-	0.6792	67.92%
P-glycoprotein substrate	-	0.6685	66.85%
CYP3A4 substrate	+	0.6711	67.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8919	89.19%
CYP3A4 inhibition	-	0.6193	61.93%
CYP2C9 inhibition	-	0.8793	87.93%
CYP2C19 inhibition	-	0.9195	91.95%
CYP2D6 inhibition	-	0.9606	96.06%
CYP1A2 inhibition	-	0.8833	88.33%
CYP2C8 inhibition	+	0.4599	45.99%
CYP inhibitory promiscuity	-	0.9781	97.81%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6791	67.91%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.8370	83.70%
Skin irritation	+	0.5335	53.35%
Skin corrosion	-	0.9643	96.43%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3656	36.56%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6841	68.41%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7004	70.04%
Acute Oral Toxicity (c)	III	0.6492	64.92%
Estrogen receptor binding	+	0.6857	68.57%
Androgen receptor binding	+	0.5293	52.93%
Thyroid receptor binding	-	0.5193	51.93%
Glucocorticoid receptor binding	+	0.8097	80.97%
Aromatase binding	-	0.6395	63.95%
PPAR gamma	+	0.5537	55.37%
Honey bee toxicity	-	0.7658	76.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	96.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.44%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.71%	91.19%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	86.46%	80.96%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.62%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.54%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL5028	O14672	ADAM10	82.68%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.57%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.02%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.58%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.06%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.89%	94.33%

Plants that contains it

• Leucanthemopsis pulverulenta

Cross-Links

• PubChem: 73831041
• LOTUS: LTS0166262
• wikiData: Q105157421