methyl 2-[(1R,4aS,6S,8aR)-6-acetyloxy-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]prop-2-enoate

Details

• Internal ID: 4f2b7b93-e5d5-4aae-8b5c-7fea8811dbcc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2-[(1R,4aS,6S,8aR)-6-acetyloxy-4,7-dimethyl-1,2,4a,5,6,8a-hexahydronaphthalen-1-yl]prop-2-enoate
• InChI: InChI=1S/C18H24O4/c1-10-6-7-14(12(3)18(20)21-5)16-8-11(2)17(9-15(10)16)22-13(4)19/h6,8,14-17H,3,7,9H2,1-2,4-5H3/t14-,15+,16-,17-/m0/s1
• InChI Key: JVPPUCMBFMSAPQ-YVSFHVDLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.40 g/mol
• Exact Mass: 304.16745924 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.20
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.6980	69.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7359	73.59%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5353	53.53%
P-glycoprotein inhibitior	-	0.5817	58.17%
P-glycoprotein substrate	-	0.7121	71.21%
CYP3A4 substrate	+	0.5917	59.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8813	88.13%
CYP3A4 inhibition	-	0.5787	57.87%
CYP2C9 inhibition	-	0.9247	92.47%
CYP2C19 inhibition	-	0.8474	84.74%
CYP2D6 inhibition	-	0.9207	92.07%
CYP1A2 inhibition	-	0.7730	77.30%
CYP2C8 inhibition	-	0.6227	62.27%
CYP inhibitory promiscuity	-	0.7877	78.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8313	83.13%
Carcinogenicity (trinary)	Non-required	0.6822	68.22%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.7499	74.99%
Skin irritation	-	0.7162	71.62%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6862	68.62%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.6962	69.62%
skin sensitisation	-	0.6396	63.96%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7928	79.28%
Acute Oral Toxicity (c)	III	0.6306	63.06%
Estrogen receptor binding	-	0.4856	48.56%
Androgen receptor binding	-	0.5725	57.25%
Thyroid receptor binding	-	0.6352	63.52%
Glucocorticoid receptor binding	+	0.6922	69.22%
Aromatase binding	-	0.5657	56.57%
PPAR gamma	-	0.5566	55.66%
Honey bee toxicity	-	0.6599	65.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	94.57%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.55%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.24%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.77%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.88%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	85.07%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.83%	96.95%
CHEMBL2581	P07339	Cathepsin D	80.86%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

• Leucanthemopsis pulverulenta

Cross-Links

• PubChem: 163033424
• LOTUS: LTS0099925
• wikiData: Q105135887