methyl 2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoate

Details

• Internal ID: df41e724-7bbd-4ccf-8961-a682cf697597
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: methyl 2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoate
• InChI: InChI=1S/C16H24O2/c1-10-5-7-13-11(2)6-8-14(15(13)9-10)12(3)16(17)18-4/h9,11,13-15H,3,5-8H2,1-2,4H3/t11-,13+,14+,15+/m1/s1
• InChI Key: AOBAHYLCIGMCHX-UNQGMJICSA-N
• Popularity: 4 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: 4.10
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 82869-24-7
• methyl 2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8747	87.47%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4992	49.92%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.8869	88.69%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8024	80.24%
P-glycoprotein inhibitior	-	0.9086	90.86%
P-glycoprotein substrate	-	0.8155	81.55%
CYP3A4 substrate	+	0.5854	58.54%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8418	84.18%
CYP3A4 inhibition	-	0.8119	81.19%
CYP2C9 inhibition	-	0.7342	73.42%
CYP2C19 inhibition	-	0.5160	51.60%
CYP2D6 inhibition	-	0.9313	93.13%
CYP1A2 inhibition	-	0.6717	67.17%
CYP2C8 inhibition	-	0.6670	66.70%
CYP inhibitory promiscuity	-	0.7343	73.43%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8020	80.20%
Carcinogenicity (trinary)	Non-required	0.6109	61.09%
Eye corrosion	-	0.9125	91.25%
Eye irritation	-	0.6347	63.47%
Skin irritation	-	0.7156	71.56%
Skin corrosion	-	0.9911	99.11%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6417	64.17%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.5513	55.13%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4904	49.04%
Acute Oral Toxicity (c)	III	0.8350	83.50%
Estrogen receptor binding	-	0.8454	84.54%
Androgen receptor binding	+	0.5634	56.34%
Thyroid receptor binding	-	0.6560	65.60%
Glucocorticoid receptor binding	+	0.6776	67.76%
Aromatase binding	-	0.7758	77.58%
PPAR gamma	-	0.7020	70.20%
Honey bee toxicity	-	0.8436	84.36%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	94.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.84%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.78%	94.80%
CHEMBL4040	P28482	MAP kinase ERK2	86.26%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.19%	97.09%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.67%	94.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.64%	99.17%

Plants that contains it

• Artemisia annua
• Artemisia carvifolia

Cross-Links

• PubChem: 11139489
• NPASS: NPC19197
• LOTUS: LTS0072904
• wikiData: Q104915523