methyl 2-[(1R,4R,4aR,6S,8aR)-4,6-dihydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]prop-2-enoate

Details

• Internal ID: 86987bd9-f501-48a6-9f83-c4cc6f322023
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2-[(1R,4R,4aR,6S,8aR)-4,6-dihydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]prop-2-enoate
• InChI: InChI=1S/C16H24O4/c1-9-7-12-11(10(2)15(18)20-4)5-6-16(3,19)13(12)8-14(9)17/h7,11-14,17,19H,2,5-6,8H2,1,3-4H3/t11-,12+,13+,14-,16+/m0/s1
• InChI Key: YMCUJJNBPMHFGO-SQCNAZHOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.6111	61.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7980	79.80%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9152	91.52%
OATP1B3 inhibitior	+	0.8082	80.82%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7880	78.80%
P-glycoprotein inhibitior	-	0.9112	91.12%
P-glycoprotein substrate	-	0.7275	72.75%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	0.7996	79.96%
CYP2D6 substrate	-	0.8490	84.90%
CYP3A4 inhibition	-	0.6831	68.31%
CYP2C9 inhibition	-	0.8810	88.10%
CYP2C19 inhibition	-	0.8965	89.65%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.8636	86.36%
CYP2C8 inhibition	-	0.7217	72.17%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.6676	66.76%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8458	84.58%
Skin irritation	-	0.5496	54.96%
Skin corrosion	-	0.9649	96.49%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5564	55.64%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6487	64.87%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6085	60.85%
Acute Oral Toxicity (c)	III	0.5414	54.14%
Estrogen receptor binding	+	0.5311	53.11%
Androgen receptor binding	-	0.5057	50.57%
Thyroid receptor binding	-	0.5122	51.22%
Glucocorticoid receptor binding	+	0.8079	80.79%
Aromatase binding	-	0.7687	76.87%
PPAR gamma	-	0.5296	52.96%
Honey bee toxicity	-	0.8074	80.74%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	94.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.57%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.38%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.76%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.65%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.34%	100.00%
CHEMBL5028	O14672	ADAM10	83.32%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.32%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.83%	91.07%
CHEMBL1871	P10275	Androgen Receptor	81.35%	96.43%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.20%	96.95%

Plants that contains it

• Leucanthemopsis pulverulenta

Cross-Links

• PubChem: 162875845
• LOTUS: LTS0034061
• wikiData: Q105350469