methyl 2-[(2R,3R,4aS)-3-hydroxy-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoate

Details

• Internal ID: d8f60a10-55a8-4556-a547-e191aa58180c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: methyl 2-[(2R,3R,4aS)-3-hydroxy-4a,8-dimethyl-7-oxo-1,2,3,4-tetrahydronaphthalen-2-yl]prop-2-enoate
• InChI: InChI=1S/C16H20O4/c1-9(15(19)20-4)11-7-12-10(2)13(17)5-6-16(12,3)8-14(11)18/h5-6,11,14,18H,1,7-8H2,2-4H3/t11-,14-,16-/m1/s1
• InChI Key: RVWYFYIQXBTWLA-DJSGYFEHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.33 g/mol
• Exact Mass: 276.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

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	+	0.7499	74.99%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7847	78.47%
OATP2B1 inhibitior	-	0.8605	86.05%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.8857	88.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9118	91.18%
P-glycoprotein inhibitior	-	0.8152	81.52%
P-glycoprotein substrate	-	0.7445	74.45%
CYP3A4 substrate	+	0.6399	63.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9095	90.95%
CYP3A4 inhibition	+	0.5158	51.58%
CYP2C9 inhibition	-	0.8773	87.73%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.8813	88.13%
CYP2C8 inhibition	-	0.8825	88.25%
CYP inhibitory promiscuity	-	0.9624	96.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8856	88.56%
Carcinogenicity (trinary)	Non-required	0.6197	61.97%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8855	88.55%
Skin irritation	-	0.5574	55.74%
Skin corrosion	-	0.9583	95.83%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6480	64.80%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5256	52.56%
skin sensitisation	-	0.6544	65.44%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7272	72.72%
Acute Oral Toxicity (c)	III	0.6611	66.11%
Estrogen receptor binding	+	0.5905	59.05%
Androgen receptor binding	-	0.6096	60.96%
Thyroid receptor binding	-	0.5068	50.68%
Glucocorticoid receptor binding	-	0.6063	60.63%
Aromatase binding	-	0.7704	77.04%
PPAR gamma	-	0.5058	50.58%
Honey bee toxicity	-	0.8401	84.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	97.83%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.31%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.80%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.27%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.24%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.66%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.84%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.03%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.89%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.83%	97.14%

Plants that contains it

• Ferreyranthus fruticosus

Cross-Links

• PubChem: 14021302
• LOTUS: LTS0006550
• wikiData: Q105246368