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

Details

• Internal ID: c979d285-4c78-4c92-bb84-02c49d0d8486
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: methyl 2-[(2S,8S,8aR)-8,8a-dimethyl-2,3,5,6,7,8-hexahydro-1H-naphthalen-2-yl]prop-2-enoate
• InChI: InChI=1S/C16H24O2/c1-11-6-5-7-14-9-8-13(10-16(11,14)3)12(2)15(17)18-4/h9,11,13H,2,5-8,10H2,1,3-4H3/t11-,13-,16+/m0/s1
• InChI Key: KMBKGQRONXQUPB-DETPVDSQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.36 g/mol
• Exact Mass: 248.177630004 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9964	99.64%
Caco-2	+	0.9288	92.88%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4113	41.13%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9198	91.98%
OATP1B3 inhibitior	+	0.8407	84.07%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6670	66.70%
P-glycoprotein inhibitior	-	0.8996	89.96%
P-glycoprotein substrate	-	0.8062	80.62%
CYP3A4 substrate	+	0.5922	59.22%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.7870	78.70%
CYP2C9 inhibition	-	0.5696	56.96%
CYP2C19 inhibition	+	0.6528	65.28%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.7363	73.63%
CYP2C8 inhibition	-	0.6625	66.25%
CYP inhibitory promiscuity	-	0.7414	74.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.5533	55.33%
Eye corrosion	-	0.9772	97.72%
Eye irritation	-	0.7076	70.76%
Skin irritation	-	0.7317	73.17%
Skin corrosion	-	0.9876	98.76%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7327	73.27%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5087	50.87%
skin sensitisation	+	0.5163	51.63%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.6026	60.26%
Acute Oral Toxicity (c)	III	0.8374	83.74%
Estrogen receptor binding	-	0.5989	59.89%
Androgen receptor binding	-	0.6895	68.95%
Thyroid receptor binding	-	0.7379	73.79%
Glucocorticoid receptor binding	-	0.4700	47.00%
Aromatase binding	+	0.6970	69.70%
PPAR gamma	-	0.7088	70.88%
Honey bee toxicity	-	0.8714	87.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.70%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	87.41%	83.82%
CHEMBL2581	P07339	Cathepsin D	85.74%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.89%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.42%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.52%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.68%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.62%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.95%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.23%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.31%	92.50%

Plants that contains it

• Artemisia laciniata

Cross-Links

• PubChem: 163074342
• LOTUS: LTS0128140
• wikiData: Q105142911